Hawaii Vacation Rentals – Island Condos, Beachfront Homes & Luxury Villas

Hawaii Vacation Rentals features curated stays across all islands - from beachfront condos to luxury villas - providing travelers with comfort, privacy, and a memorable island experience.
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Poipu Sands Unit 126 Ocean View 2 Bedroom 2 Bath

Beautifully landscaped 2-bedroom Poipu condo, just a short walk to the beach and pool—perfect for enjoying all that Kauai has to offerPoipu Sands Unit 126 Ocean View 2 Bedroom 2 Bath•Poipu Sands is located at 1565 Pe’e Road # 126, Poipu 96756; centrally located in Poipu...

🛏 2 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 6
📍 Poipu, Hawaii

Oceanview Retreat – 2 Side-by-Side Condos!

Summary:🌴 Prime Location – 5-min stroll to Charley Young Beach🏊 Resort-Style Living – Pool, hot tub, BBQ & tennis courts🛏️ Ultimate Comfort – King bed + memory foam sofa bed🍹 Private Lanai – Sip cocktails with lush garden views🍽️ Chef’s Kitchen – Fully equipped for...

🛏 2 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 8
📍 Kihei, Hawaii

Fresh & Modern 4-bedroom house ~ North Shore Kauai

On a bluff above Hanalei Bay, enjoy the beauty and peacefulness of Kauai's North Shore in this spacious and serene 4 bedroom / 3.5 bath home. The bright, open layout invites you to relax and unwind in comfort. With magnificent views of towering Kauai pine trees, a fresh...

🛏 4 Bedrooms
🛁 3 Bathrooms
👤 Sleeps 8
📍 Princeville, Hawaii

Gorgeous Kekaha Beachfront Home!

Listing provided by "The Vacation Rental Experts". Contact directly for more options!This beautiful luxury plantation-style beachfront estate offers 3 bedrooms for 6 located in Kekaha Kauai. The estate is located just 20 minutes west of Poipu, a few minutes to the...

🛏 3 Bedrooms
🛁 3 Bathrooms
👤 Sleeps 6
📍 Kauai County, Hawaii

Kaanapali Alii 492

Kaanapali Alii 4922 Bedrooms | 2 Bathrooms | Sleeps 4 | Ocean View________________________________________Welcome to Kaanapali Alii 492, a gorgeous platinum-rated one-bedroom ocean-view condo with a fully enclosed den that comfortably serves as a second bedroom. This...

🛏 2 Bedrooms
🛁 1 Bathroom
👤 Sleeps 4
📍 Lahaina, Hawaii

Little Hut at Sealodge

The Little Hut at Sealodge is a luxurious, wabi sabi styled, One-Hotel-Comp, with a chef`s kitchen and more expansive view. Truly the newest, nicest, coolest unit in Sealodge. Stunning ocean views from every room, whether waking up to the sun rising over the light house...

🛏 1 Bedroom
🛁 1 Bathroom
👤 Sleeps 3
📍 Princeville, Hawaii

Keauhou Surf & Racquet 7-101 - Walk to snorkel

Reviews (47)

Relaxing Keauhou Condo w/ Golf Course Views | Walk to SnorkelingEscape to paradise at this peaceful 2-bedroom, 2-bath condo in the highly sought-after Keauhou Surf & Racquet Club on the sunny Kona Coast. Nestled on 16 oceanfront acres, this ground-floor unit offers no...

🛏 2 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 5
📍 Kailua Kona, Hawaii

Pristine Retreat at Popular Resort

Keep it simple at this peaceful and centrally-located hotel room at the popular Outrigger Kauai Beach Resort. . Pristine oeanview across a pastoral field from private lanai. Location is a full service resort with many pools, hot tubs, beautiful grounds, a couple of...

🛏 Studio
🛁 1 Bathroom
👤 Sleeps 2
📍 Lihue, Hawaii

Fantastic View, Waikiki DiamondHead

A beautifully remodeled home in the hills of Maunalani Heights, Honolulu. Enjoy amazing views of the iconic Diamond Head, the Pacific Ocean, Kahala and Waikiki.Come enjoy the real Hawaii.. Awaken to the sounds of singing birds, not cars and buses.

🛏 2 Bedrooms
🛁 1 Bathroom
👤 Sleeps 4
📍 Honolulu, Hawaii

New Luxury Penthouse! Sky Ala Moana 2bd/2ba

Summary:*30 DAY MINIMUM*Discover the lively heart of Honolulu and enjoy leisurely walks along the beach with this 2 bed and 2 bathroom apartment on the 43rd floor of Sky Ala Moana. Get a charming view of the island and take advantage of the convenience of being close to...

🛏 2 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 5
📍 Honolulu, Hawaii

Marriott Ko Olina Beach Club - On The Beach- Family Friendly - Mountain View

Come experience Hawaii at this premium level Marriott Resort in Oahu. With luxurious amenities and great family entertainment, your family won't want to leave.This property has everything you need for a tropical vacation. There is a lagoon style family pool with...

🛏 3 Bedrooms
🛁 3 Bathrooms
👤 Sleeps 10
📍 Kapolei, Hawaii

Experience Unparalleled Luxury in a Mountain View Studio at Marriott’s Ko Olina!

Indulge in a serene escape at Marriott’s Ko Olina Beach Club, where your villa is surrounded by crystal-clear waters and a breathtaking lagoon. Nestled within a lush, gated community on the stunning island of Oahu, our premium vacation ownership resort offers the...

🛏 1 Bedroom
🛁 1 Bathroom
👤 Sleeps 4
📍 Kapolei, Hawaii

Honua Kai | 3 Free Rental Cars | KBM Resorts | Most Stunning Views | 3 Units, 7 Bedrooms | HK ML-1319

** Limited Time Special Offer: Reserve any KBM Resorts property in Hawaii with an arrival date between now and December 31, 2026 for 6 nights or more and receive a FREE 4-door rental car from top providers--Hertz, Alamo, Avis, or Budget. Convenient airport pick-up and...

🛏 7 Bedrooms
🛁 7 Bathrooms
👤 Sleeps 20
📍 Lahaina, Hawaii

2BR Ocean View at Waiohai Beach Club – Poipu Beach Paradise

Marriott’s Waiohai Beach Club sits directly along Poipu Beach, one of Kauai’s most popular and sunniest coastal areas. The resort features lush tropical landscaping, multiple lagoon-style pools, hot tubs, and direct beach access.Guests can relax in shaded garden...

🛏 3 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 8
📍 Koloa, Hawaii

Aloha casa kona heavenly retreat

Best house for a lovely vacation in kona.Situated above the highway on a cool elevation with a cool breeze coming in from the ocean.This peppery is perfect for a family or travel companions. It features 3 bedrooms and 3 bathrooms.

🛏 3 Bedrooms
🛁 3 Bathrooms
👤 Sleeps 6
📍 Kailua-Kona, Hawaii

Beachfront Studio in North Shore - Lower Unit

Discover a surfer's paradise at this beachfront studio located in Haleiwa, Oahu. With private access to the beach, this idyllic location is in front of a popular surf spot. Lounge comfortably on the porch and have lunch at the outdoor dining area right outside the...

🛏 1 Bedroom
🛁 1 Bathroom
👤 Sleeps 2
📍 Haleiwa, Hawaii

A charming, secluded, off-grid, quiet and a 180 degree view of the ocean.

Reviews (3)

This delightful studio in Southpoint of Naalehu is a charming retreat for guests looking to unwind and relax. Situated on a 23 acres of rolling grass lands with no neighbors, no cocky frogs, no roosters to disturb one’s well being and is a smoke free environment. This...

🛏 Studio
🛁 1 Bathroom
👤 Sleeps 2
📍 Naalehu, Hawaii

SUMMER SALE! 3BD Oceanfront Townhome, Lanai, Lawn & Sunset Views - Puamana 254-2

Reviews (56)

Welcome to your Maui Retreat: Puamana 254-2 is a rare ocean-front 3-bedroom, 3-bath townhome that sleeps up to 8 guests and holds a coveted front-row perch to West Maui's rolling surf and gilded sunsets. Nestled inside Puamana's gated 30-acre ocean-front park—a private,...

🛏 3 Bedrooms
🛁 3 Bathrooms
👤 Sleeps 8
📍 Lahaina, Hawaii

Ocean & Diamond Head-view studio in Waikiki

Reviews (2)

Enjoy stunning ocean and Diamond Head views from your private lanai in the heart of Waikiki. This modern studio is just a short walk to Waikiki Beach, Fort DeRussy Park, world-class Ala Moana shopping center and endless dining. Perfect for couples, friends, business...

🛏 1 Bedroom
🛁 1 Bathroom
👤 Sleeps 4
📍 Honolulu, Hawaii

Overlook World-Class Golf & Kohala Coast from Mauna Lani Point B101 | CoralTree

Welcome to Mauna Lani Point B101, your serene escape where you can unwind with stunning ocean views and enjoy direct access to the world-class Mauna Lani Golf South Course, just steps away. This beautifully renovated residence boasts an open floor plan that seamlessly...

🛏 2 Bedrooms
🛁 1 Bathroom
👤 Sleeps 4
📍 Kamuela, Hawaii

KBM Resorts | 2 Free Cars | Mahana | Whale Watching | 2 Units, 4 Bedrooms | MAH ML-3747

** Limited Time Special Offer: Reserve any KBM Resorts property in Hawaii with an arrival date between now and December 31, 2026 for 6 nights or more and receive a FREE 4-door rental car from top providers--Hertz, Alamo, Avis, or Budget. Convenient airport pick-up and...

🛏 4 Bedrooms
🛁 4 Bathrooms
👤 Sleeps 12
📍 Lahaina, Hawaii

Makaha Condo near BEACH/GOLF

Reviews (10)

Makaha, or “fierce,” is the name of one of the largest valleys on the O’ahu’s leeward coast where our unit is located. Makaha Beach Park, a narrow 21-acre park, lies on the shore of the valley just down the road. The park and its sand beach are bordered on the west by...

🛏 1 Bedroom
🛁 1 Bathroom
👤 Sleeps 4
📍 Waianae, Hawaii

A wonderful property for 2 person

Beautiful spacious studio with private entry. Step out into a beautiful terrace of green grass, coconut tree, flowers and fruit trees. One block from the ocean; where during winter time its a Whales and dolphins` hang out. Sea turtle can be spotted all year round. A...

🛏 1 Bedroom
🛁 1 Bathroom
👤 Sleeps 2
📍 Pahoa, Hawaii

Kauai Presidential Villa with Pools, Views & Spacious 2BR Princeville Escape

Experience the beauty of Kauai’s North Shore at Club Wyndham Bali Hai Villas, located in the scenic Princeville area surrounded by lush tropical landscapes and dramatic coastal views. This is one of Kauai’s most desirable locations, known for its laid-back atmosphere,...

🛏 2 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 6
📍 Princeville, Hawaii

New Listing, Colony Villas 1704, Sleeps 6, WIFI, AC by Coldwell Banker

Reviews (4)

Tropical Comfort, Luxury at Colony Villas 1704 Welcome to your Big Island getaway at Colony Villas 1704, a beautifully appointed 2 bedroom, 2.5-bathroom townhome nestled within the prestigious Waikoloa Beach Resort. This spacious villa offers the perfect blend of...

🛏 2 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 6
📍 Waikoloa, Hawaii

Sunset in the Sky | 38th-Floor Waikiki Penthouse

Welcome to your 38th-floor penthouse escape at the Waikiki Sunset Hotel, where island living meets sky-high views. Perched high above Waikiki, this rare penthouse offers sweeping panoramas, cool ocean breezes, and a front-row seat to Hawaii’s most iconic sunsets.Step...

🛏 2 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 6
📍 Honolulu, Hawaii

Montage Kapalua Bay | 2 Free Rental Cars | KBM Resorts | Beautiful Villa At Montage Kapalua Bay | 2 Units, 6 Bedrooms | MON ML-1507

** Limited Time Special Offer: Reserve any KBM Resorts property in Hawaii with an arrival date between now and December 31, 2026 for 6 nights or more and receive a FREE 4-door rental car from top providers--Hertz, Alamo, Avis, or Budget. Convenient airport pick-up and...

🛏 6 Bedrooms
🛁 7 Bathrooms
👤 Sleeps 18
📍 Lahaina, Hawaii

Beautiful Waikiki Room w/ Rooftop Pool, 2 Blocks from the Beach - Pets Welcome

Prime Waikīkī Beach location with easy access to shopping, dining and attractions. Relax in contemporary rooms featuring island charm, plus enjoy a rooftop pool and 24-hour fitness center.This listing is for a room within a hotel.✦ Your room is 270 sq. ft, equipped with...

🛏 1 Bedroom
🛁 1 Bathroom
👤 Sleeps 2
📍 Honolulu, Hawaii

Beachside Kailua Beach House by Gather w/ Pool & Gourmet Kitchen

Just a short stroll from the turquoise waters and powder-soft sands of Kailua Beach, Kailua Beach House is a light-filled 4-bedroom, 2.5-bath island retreat designed for laid-back luxury. This single-level residence blends open-concept living with a private outdoor...

🛏 4 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 8
📍 Kailua, Hawaii

Spacious 2BR Ocean View Condo With ALL Amenities!

Spacious recently renovated FULLY FURNISHED 2br 1.25 ba condo with all amenities located on the Diamond Head side of Waikiki.Breezy 840 SF corner unit on a high floor so you have gorgeous Diamond Head, Ocean, panoramic Ala Wai canal, golf course and mountain views - all...

🛏 2 Bedrooms
🛁 1 Bathroom
👤 Sleeps 4
📍 Honolulu, Hawaii

Maui Resort Rentals: Kaanapali Alii 352/3 - 5th-Floor 4BR Retreat with Ocean and Mountain Views!

This one-of-a-kind 4BR/4BA offering at the acclaimed Kaanapali Alii, set in the heart of Kaanapali Beach, pairs two luxurious neighboring suites into one spacious island retreat. Together, they create an exceptional Maui getaway designed for relaxing, unwinding, and...

🛏 4 Bedrooms
🛁 4 Bathrooms
👤 Sleeps 10
📍 Lahaina, Hawaii

Comfy studio in Heart of Waikiki! Quick walk to beach, close to Ala Moana!

Reviews (1)

Ilikai Marina #1191 – 1765 Ala Moana Blvd.This bright, beautifully updated studio vacation rental is located at the gateway to Waikiki, near Hilton Hawaiian Village. Set in one of Honolulu's most desirable oceanfront locations, this inviting condo offers the perfect...

🛏 1 Bedroom
🛁 1 Bathroom
👤 Sleeps 2
📍 Honolulu, Hawaii

4BR I Kii Hale at Kukui ula Signature Retreat

Summary:Kii Hale at Kukuiula is a contemporary 4BR, 3BA residence offering a peaceful escape in one of Kauai’s most prestigious neighborhoods. With golf course vistas, a private heated pool, and open-air living spaces, this home invites relaxation in every corner. All...

🛏 4 Bedrooms
🛁 4 Bathrooms
👤 Sleeps 10
📍 Poipu, Hawaii

Wyndham Waikiki Marina | 2 Studio Suites

Reviews (1)

Summary:Live like a super star when you stay at this resort, which has hosted celebrities, presidents, and jetsetters. You get easy access to Waikiki Beach, the most famous stretch of sand in the Pacific. Surf’s up.Wyndham Waikiki Marina | 2 Studio SuitesEach suite...

🛏 Studio
🛁 2 Bathrooms
👤 Sleeps 8
📍 Honolulu, Hawaii

Gorgeous Ocean View 3BR 2BA Home, Wailuku, 6 Mo. Min priced below vacation rates

This single family home is being rented out for six months while we travel. Inquiries for less than six months will not be accepted. A home of this size, quality, location, and ocean view would conservatively rent for $350 per night but we're discounting it to $289 per...

🛏 3 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 4
📍 Wailuku, Hawaii

Kaanapali Shores | 4 Free Cars | KBM Resorts | Steps to Ocean | 4 Multi-Listing Units, 7 Bedrooms | KS ML-3773

** Limited Time Special Offer: Reserve any KBM Resorts property in Hawaii with an arrival date between now and December 31, 2026 for 6 nights or more and receive a FREE 4-door rental car from top providers--Hertz, Alamo, Avis, or Budget. Convenient airport pick-up and...

🛏 7 Bedrooms
🛁 7 Bathrooms
👤 Sleeps 22
📍 Lahaina, Hawaii

KBM Resorts | 3 FREE CARS | Honua Kai Hokulani | Ocean view | 5-Bedroom Condo, Steps to Beach! HK ML-2834

** Limited Time Special Offer: Reserve any KBM Resorts property in Hawaii with an arrival date between now and December 31, 2026 for 6 nights or more and receive a FREE 4-door rental car from top providers--Hertz, Alamo, Avis, or Budget. Convenient airport pick-up and...

🛏 5 Bedrooms
🛁 4 Bathrooms
👤 Sleeps 16
📍 Lahaina, Hawaii

Honua Kai | 4 Free Rental Cars | KBM Resorts | Gorgeous Inner Courtyard | 4 Multi-Listing Units, 7 Bedrooms | HK ML-3287

** Limited Time Special Offer: Reserve any KBM Resorts property in Hawaii with an arrival date between now and December 31, 2026 for 6 nights or more and receive a FREE 4-door rental car from top providers--Hertz, Alamo, Avis, or Budget. Convenient airport pick-up and...

🛏 7 Bedrooms
🛁 7 Bathrooms
👤 Sleeps 24
📍 Lahaina, Hawaii

Cozy studio- 5 min away from shopping center

Come and stay in a cozy studio located in a quiet suburb of Oahu. You can walk a minute away from the community pool area where you can swim around or just lay down and relax while soaking in all of Hawaii’s sunshine. Drive for 5 minutes to one of Oahu’s popular...

🛏 1 Bedroom
🛁 1 Bathroom
👤 Sleeps 8
📍 Ewa Beach, Hawaii

Direct Oceanfront! Sugar Beach Resort, Penthouse in paradise, AC, TV, WIFI, POOL

Welcome to Sugar Beach - the longest white sand beach on Maui! This fully remodeled OCEANFRONT condominium is a Penthouse unit at Sugar Beach Resort (6 floors total) in Kihei, Maui. All new flooring, kitchen, bathroom and appliances!Our condo is one bedroom, one bath...

🛏 2 Bedrooms
🛁 1 Bathroom
👤 Sleeps 4
📍 Kihei, Hawaii

Honua Kai | 3 FREE CARS | KBM Resorts | Front Alii Suite | 3 Units, 6 Bedrooms | HK ML-3170

** Limited Time Special Offer: Reserve any KBM Resorts property in Hawaii with an arrival date between now and December 31, 2026 for 6 nights or more and receive a FREE 4-door rental car from top providers--Hertz, Alamo, Avis, or Budget. Convenient airport pick-up and...

🛏 6 Bedrooms
🛁 6 Bathrooms
👤 Sleeps 18
📍 Lahaina, Hawaii

Newly built 3-bedroom house in beautiful Hilo perfect for a relaxing stay.

Your Hilo adventure begins at this 3-bedroom house. Newly built. Inside, guests find two queen beds and one full bed, perfect for a restful night. With three bathrooms featuring refreshing showers, everyone enjoys plenty of space and privacy. Air fryer oven for crispy...

🛏 3 Bedrooms
🛁 3 Bathrooms
👤 Sleeps 6
📍 Hilo, Hawaii

Aston Maui Kaanapali Villas 110 | Garden View Haven – Pool, Hot Tub & Spa

Maui Kaanapali Villas 110: This sprawling ground-floor condo awaits at the heart of Maui Kaanapali Villas Resort. It boasts spacious rooms with high ceilings and tropical furnishings. This suite can accommodate up to six (6) people. There is a King bed in the primary...

🛏 2 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 6
📍 Lahaina, Hawaii

Cozy studio in wonderful Waikiki with refreshing AC breeze

Consider this studio your home away from home while you visit Waikiki. This terrific space features one bathroom and keeps you comfortable with air conditioning. Guests will appreciate thoughtful touches like a hair dryer and iron, making packing light a breeze. Whether...

🛏 Studio
🛁 1 Bathroom
👤 Sleeps 3
📍 Honolulu, Hawaii

Kapalua Bay Villas | 3 Free Rental Cars | KBM Resorts | 180 Degree views | 3 Units, 5 Bedrooms | ML-2032

** Limited Time Special Offer: Reserve any KBM Resorts property in Hawaii with an arrival date between now and December 31, 2026 for 6 nights or more and receive a FREE 4-door rental car from top providers--Hertz, Alamo, Avis, or Budget. Convenient airport pick-up and...

🛏 5 Bedrooms
🛁 7 Bathrooms
👤 Sleeps 16
📍 Lahaina, Hawaii

Honua Kai | 2 Free Cars | KBM Resorts | Mountain view | 2-Multi-Unit Listings, 4 Bedrooms | HK ML-3852

** Limited Time Special Offer: Reserve any KBM Resorts property in Hawaii with an arrival date between now and December 31, 2026 for 6 nights or more and receive a FREE 4-door rental car from top providers--Hertz, Alamo, Avis, or Budget. Convenient airport pick-up and...

🛏 4 Bedrooms
🛁 4 Bathrooms
👤 Sleeps 12
📍 Lahaina, Hawaii

Beautiful Beachfront Waiohai Resort + Resort Amenities included

Book with Chairman owners! This marvelous beach resort in Koloa is perfect for your escape. Access to Resort Amenities is included for our guests. 𝐌𝐚𝐫𝐫𝐢𝐨𝐭𝐭’𝐬 𝐖𝐚𝐢𝐨𝐡𝐚𝐢 𝐁𝐞𝐚𝐜𝐡 𝐂𝐥𝐮𝐛 — an elegant oceanfront retreat nestled along the golden sands of Poipu Beach on Kauaʻi’s...

🛏 2 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 8
📍 Koloa, Hawaii

Private Paradises, 4BR, Studio, 2 Kitchens

Welcome to Kona in a furnished main house, with an attached studio that elegantly decorated with crafted arts made by my wife, cater for large groups. An unmatched treasure, tropical vibes, 5 minutes from KOA airport:✔ Spacious Three Comfortable Bedrooms – 3 Beds + 2...

🛏 4 Bedrooms
🛁 3 Bathrooms
👤 Sleeps 8
📍 Kailua-Kona, Hawaii

Maui Resort Rentals: Honua Kai Hokulani 634 – Spacious Corner 2BR w/ Panoramic West Maui Mountain Views!

One of the absolute best values available at Honua Kai, Hokulani 634 is a full two-bedroom suite with an upgraded interior and panoramic views of the lush West Maui Mountains from its fantastic corner location.When nightfall comes, and it is time to rest and recharge...

🛏 2 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 6
📍 Lahaina, Hawaii

🏖️Ocean Front | Fantastic Location - Walk To Kona Town

Reviews (2)

Oceanfront Ali'i Drive Condo | Walk to Dining & Shops | Kona Ali'i 504Wake up to panoramic ocean views and step into the heart of Kailua-Kona at this fifth-floor oceanfront condo on iconic Ali'i Drive. Watch dolphins, surfers, and unforgettable sunsets from your private...

🛏 2 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 4
📍 Kailua Kona, Hawaii

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