Hawaii Vacation Rentals – Island Condos, Beachfront Homes & Luxury Villas
Welcome to your guide for Hawaii vacation rentals, where tropical luxury meets everyday comfort. From sunrise-facing lanais on Maui to private bungalows near the lush valleys of Kauai, each rental is handpicked for quality, location, and local charm.
Why Book a Vacation Rental in Hawaii?
Unlike traditional hotels, vacation rentals provide full kitchens, private lanais, and dedicated living space—ideal for families, couples, or long stays. Many homes are steps from the beach, offer high-speed Wi-Fi, and include perks like pools, BBQ areas, or resort access.
Popular Vacation Rental Locations
- Waikiki, Oahu – High-rise condos near beaches, shops & nightlife
- Kihei, Maui – Walkable, affordable, and family-friendly
- Princeville, Kauai – Scenic cliffs, golf, and luxury condos
- Kailua-Kona, Big Island – Oceanfront escapes with sunset views
Rental Types Available
- Beachfront Condos with resort amenities
- Private Beach Homes with full kitchens
- Luxury Villas with pools & panoramic views
- Studios & Bungalows for solo travelers or couples
What Makes To-Hawaii.com Rentals Stand Out?
- Verified properties across all major Hawaiian islands
- Detailed descriptions, amenities, and photo galleries
- Helpful internal links to top Hawaii activities and Hawaii rental cars
- Flexible booking options, from weekend getaways to long-term stays
Plan Your Dream Island Escape
Explore the beauty of the islands with confidence. Whether you're whale watching on Maui, snorkeling on Oahu, or enjoying a peaceful sunrise on Lanai, our vacation rentals offer the perfect base for unforgettable memories. Start planning your Hawaiian adventure today.
𝐅𝐢𝐧𝐝𝐢𝐧𝐠 𝐌𝐞𝐢𝐥𝐢’𝐬 Gorgeous KoOlina Beachfront Resort + Amenities. 2BR
𝐕𝐢𝐬𝐢𝐭 𝐅𝐢𝐧𝐝𝐢𝐧𝐠 𝐌𝐞𝐢𝐥𝐢 to enjoy 𝐄𝐱𝐜𝐥𝐮𝐬𝐢𝐯𝐞 𝐒𝐚𝐯𝐢𝐧𝐠𝐬 on this elegant, 𝐬𝐩𝐚𝐜𝐢𝐨𝐮𝐬 𝟐-𝐁𝐞𝐝𝐫𝐨𝐨𝐦 𝐕𝐢𝐥𝐥𝐚 at one of Oʻahu’s most sought-after 𝐁𝐞𝐚𝐜𝐡𝐟𝐫𝐨𝐧𝐭 𝐑𝐞𝐬𝐨𝐫𝐭𝐬 — 𝐌𝐚𝐫𝐫𝐢𝐨𝐭𝐭’𝐬 𝐊𝐨 𝐎𝐥𝐢𝐧𝐚 𝐁𝐞𝐚𝐜𝐡 𝐂𝐥𝐮𝐛.Unlock 𝐌𝐞𝐢𝐥𝐢 𝐌𝐞𝐦𝐛𝐞𝐫-𝐎𝐧𝐥𝐲 𝐑𝐚𝐭𝐞𝐬 & 𝐔𝐩𝐠𝐫𝐚𝐝𝐞𝐬:𝐅𝐢𝐧𝐝𝐢𝐧𝐠 𝐌𝐞𝐢𝐥𝐢 𝐄𝐱𝐜𝐥𝐮𝐬𝐢𝐯𝐞 𝐒𝐚𝐯𝐢𝐧𝐠𝐬 ($500–$1000 𝐎𝐅𝐅...
Bright Suite w/ Full Kitchen & Breathtaking View Near Scenic Kauai Beaches
Experience Kauai’s beauty from our spacious condo suite, featuring mountain or ocean views, a private lanai, and a fully equipped kitchen. Ideal for families or couples, it includes toiletries, laundry essentials, and kid-friendly touches. After exploring Hanalei Bay or...
Studio w/ Kitchenette • Washer/Dryer • Princeville
🏖 Resort Highlights:✔ Cliffside resort above the Pacific Ocean 🌊✔ Heated pools, whirlpools & children’s pool 🏊♂️✔ Fitness center & spa services 🧘♀️✔ On-site dining, pool bar & marketplace 🍹✔ Family programs & kids’ club 🛝✔ Close to Hanalei Bay, Na Pali Coast & golf 🌴🌴...
Waialua Beachfront Estate – Tranquil North Shore Getaway with Ohana Charm
This property is offered as a monthly rental. Although full-month occupancy is not required, the monthly rate remains fixed and applies in full, regardless of the number of nights stayed, as prorated rates are not available.This stunning property is now accepting...
Escape to a perfect seaside retreat in Unit #12- unparalleled Beach side access!
Consider this condo your home away from home while you visit Koloa. This adorable one-bedroom retreat features a king bed and a cozy living room with a sofa bed, perfect for relaxing after a day of exploring. Whether you’re curling up with a book or enjoying some quiet...
Deluxe oceanfront studio with A/C
Noelani 217 is a tastefully decorated studio condo that offers all the luxuries and comforts of home. The studio features A/C, a fully equipped kitchen with plenty of counter space, a comfortable queen bed, and a walk-in shower. There is a shared laundry facility...
2x Oceanfront Two Doubles Room at Park Shore Waikiki
Experience luxury rooms, refined service, and breathtaking sunrise and sunset ocean views at this premium beachfront escape. Relax to the soothing sound of waves and take in mesmerizing sea views. Whether for a group getaway, family vacation, or solo retreat, your stay...
Located In Famous Hilton-Hawaiian Village-Grand Islander-2 Bd Partial Ocean View
Discover the perfect blend of fun, relaxation, and tropical beauty at The Grand Islander by Hilton Grand Vacations in Waikiki, an unforgettable family-friendly destination in the heart of Honolulu. Set against the lush, verdant backdrop of Oahu, this two-bedroom suite...
Napili Ridge condo in a great location with patio, pool & grill access
Napili Ridge C3Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Escape to Paradise at this Serene Maui BungalowTucked away near the end of a quiet street, this peaceful ground-floor...
Tranquil Deluxe City View Studio w/AC and WiFi - Waikīkī Grand #518
Castle at Waikīkī Grand #518 - This Deluxe City View Studio w/Kitchenette is a 363-square foot, on the 5th floor, and offers guests a peaceful retreat after exploration. Suited for solo travelers, active couples, or a small family, it includes all the comforts you need...
WE 1605 Wailea Hillside Condo w/ Lanai, AC & Golf Views Near Beaches
Wailea Ekolu 1605 Experience Wailea Maui from this Hillside Retreat on the Golf Course, Minutes from Beaches, Dining and ShoppingWelcome to your Maui Retreat: A beautifully updated 2-bedroom, 2-bath condo nestled in the lush tropical slopes of Wailea. From the inviting...
Sacred Jungle Hideaway Surf Villa with AC
Peaceful jungle-view villa with lush mountain scenery, perfect for honeymooners or surf lovers. Enjoy coffee on the deck, overlooking the beautiful jungle!Includes a perfect small kitchenette with everything you need (toaster oven, hot plate, mini fridge). Living room...
PRIVATE Ohana+7 Acres of Forrest +Wet & Dry Spa with full KITCHEN and LAUNDRY
Very secluded beautiful and completely private ohana on 7 acres unique property on the hill surrounded by magnificent eucalyptus. Enjoy wet & dry sauna with cedar cold plunge (see access details ).The spaceDiscover a tranquil retreat in our completely separate...
Luxury Private Villa - 180° Sunset Views - 3 Acres
Enjoy the best sunset views on the island from the pool, hot tub, or lanai. Located in the highly coveted Makalei Estates and standing on 3.11 acres of botanical bounty and gardens, this home has everything you could possibly desire: privacy, peacefulness, and luxury.A...
Westin Kaanapali Resort Villas 2 Bedroom - Multiple Weeks Available!
***PLEASE DO NOT PUT IN A RESERVATION REQUEST USING THE “REQUEST TO BOOK” BUTTON***Escape to Paradise: Book Your Dream VacationImportant: Please Use the "Contact Host" Feature to Start- Booking Process: Our goal is to provide you with the best booking experience. Please...
Two Oceanfront Stay with Infinity Pool | Ideal For Family Getaway
Discover Waikiki’s charms from our doorstep—steps to Kuhio Beach and Diamond Head. Explore local cuisine, shopping, and vibrant nightlife all within reach.This listing is for 2 separate rooms within a hotel. The price shown in the listing covers all 2 rooms.✦ Each room...
Royal Kahana Maui Ocean View 1 Bedroom
Relax in spacious one-bedroom units with stunning ocean views, just steps from the Beach. Perfect for couples, small families, or getaway seekers.Ocean View 1 Bedroom• Kitchen includes microwave, stovetop/oven, coffee maker, refrigerator, dishwasher, toaster, blender,...
** 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...
Luxury Townhouse Suite at Ko Olina lagoon beach this is The Coconut
The Coconut Plantation is a highly desirable resort community in Ko Olina. The closer proximity to the lagoon beaches and not to mention Country Store and eateries!This Executive style townhouse is a rare ground floor unit. Fully upgraded interior with newly appointed...
Ocean Front House. 3100 SF, 4 bd/4bath. Huge Lani. Marine life galore. Sunsets.
Unwind in Waimea at this adorable house. With 4 beds, 4 bathrooms featuring a bidet and shower, guests can freshen up after a day of exploring. Plus, there's a loft with 2 twin beds for extra comfort. Literally steps to the ocean. Snorkeling, Scuba Diving. Turtles,...
Waipouli Beach Resort Oceanfront Royal 2 BD 3 BA
Soak in unobstructed ocean views from this upscale two-bedroom condo perched right on the water. With thoughtful touches throughout, it’s perfect for travelers looking for a touch of luxury in paradise.Oceanfront Royal 2 Bedroom 3 Bathroom• Kitchen features granite...
Comfort and Relaxation! Charming 2 Bedroom with Full Kitchen
Nestled in lush gardens and beside pristine beaches, our secluded sanctuaries offer tranquility. Enjoy world-class golf, snorkeling, award-winning spa treatments, and farm-to-table dining. Experience luxury in our fully-equipped villas, with stunning sunsets from your...
Direct Ocean Views + Infinity Pool. Sauna. Terrace
Experience the "Heart of Paradise" at Hotel La Croix, a nature-inspired refuge at the gateway to Waikiki. Perfectly situated on Kalakaua Avenue, this boutique hotel overlooks Fort DeRussy Park and is steps from Luxury Row and Waikiki Beach. Unwind in the saltwater...
NEWLY LISTED: Secluded Tree House Hideaway 2-bedroom duplex in Honolulu!
Secluded Hideaway in the Woods - Private, Peaceful DuplexDescription:Welcome to your Tree House, a magical retreat nestled in the lush forests of Oahu, Hawaii. This newly renovated unique home offers a secluded escape into nature with all the modern comforts you...
Beautiful Luana Waikiki Studio
Located in the boutique Luana Waikiki hotel you'll be adjacent to Fort DeRussy Park and just a short walk to the beach, restaurants, and luxury row shopping. This 300 sq ft studio is overlooking Kalakaua Ave and Kalakaua Park is equipped with a kitchenette, Queen beds,...
Welcome to our dreamy Kona getaway! This newly refurbished, luxury retreat is designed for relaxation in the heart of Kailua Kona. Perfect for group or family trips. Walking distance from Kona`s best restaurants and incredible sunset views. It provides easy access to...
Aqua Aloha Surf Waikiki 1003 Deluxe Studio with Lanai and Partial City Views
Aqua Aloha Surf Waikiki #1003 Deluxe Studio with Lanai and Partial City Views located just 2 Blocks to Waikiki Beach, (1) King + (1) Queen sofa sleeper, Sleeps 4, 363 St FtAqua Aloha Surf Waikiki offers a range of accommodations that are perfect for couples and solo...
Marriott's Ko Olina Beach Club 2 bedroom
The exquisite western shore of Oahu is home to Marriott's Ko Olina Beach Club, where waterfalls and fountains welcome your arrival. Only 18 miles from Honolulu, this secluded beachfront oasis is nestled within Ko Olina Resort & Marina, a lush 640-acre gated community...
CW Royal Garden Waikiki | 1BR/1BA King Balcony Studio
Summary:CW Royal Garden Waikiki | 1BR/1BA King Balcony Studio• Size: 711 - 881• Kitchen: Partial• Baths: 1• Accommodates: 4 Guests• Beds: King Bed - 1 Queen Sleeper Sofa - 1Room Amenities• Hairdryer• In Room Safe• Washer/Dryer In Unit• Broadband Internet Access• DVD...
Tropical Retreat w/ Outdoor Pool, Free Parking, Steps from Papaloa Beach!
Welcome to your ultimate tropical retreat! Walk to Waipouli Beach & Coconut Marketplace, with Opaekaa Falls just a drive away. Perfect for island exploration!This listing is for a room within a hotel.✦ Your room is 725 sq. ft, equipped with complimentary toiletries,...
Kaha Lani 303- Oceanview Heavenly Place
Welcome to Heavenly Place, your peaceful oceanfront escape at Kaha Lani 303. Perched along Kaua'i's scenic Royal Coconut Coast and overlooking the sparkling waters of Wailua Bay, this charming 1-bedroom, 1.5-bath condo offers calm island vibes, breezy comfort, and...
Beautifully remodeled Lanikai house,spacious inside alot of green space outside
In the quaint exclusive neighborhood of Lanikai, our quiet place sets back off the road. It’s a beautifully remodeled house. Beautiful Lanikai Beachhouse newly remodeled December 2022. Rarely available. New fresh paint, new floors, new beds, new mattress, new kitchen...
Unobstructed Ocean Front Unit- Hyatt Vacation Club- Top Floors - Paradise!
The ExperienceWelcome to the pinnacle of Ka'anapali luxury. This is not just a condo; it is a high-floor, oceanfront sanctuary in Maui’s newest and most exclusive resort. You will experience the amenities and white-glove service of a 5-star hotel combined with the...
Sweeping Ocean Views & Elegant Interior - Menehune Shores #308 Oceanfront Condo
Menehune Shores #308: Two-Bedroom Oceanfront Retreat with Private LanaiWelcome to Menehune Shores #308, a thoughtfully designed two-bedroom, two-bathroom oceanfront condo showcasing sweeping ocean views and a large private lanai. This inviting retreat blends modern...
Romantic Spanish villa w/hot tub — 5 min from the beach!
What do you love about your property?What do you love about your property?What do you love about your property?What do you love about your property?What do you love about your property?What do you love about your property?What do you love about your property?
Hale Kaimana Breeze by Gather: 3BR Oceanfront Escape w/ Stunning Views
Property is currently for sale. The property manager will contact you to make arrangements to schedule showings at a convenient time. This property is offered as a monthly rental. Although full-month occupancy is not required, the monthly rate remains fixed and applies...
Kihei Akahi D-G8 | Ground Floor & Right Across From The Beach!
Immerse yourself in authentic Hawaiian charm at Kihei Akahi D-G8, a tropical retreat perfectly situated in the bustling heart of Kihei on the island of Maui, Hawaii. This ground-floor condo offers the ideal blend of convenience and serenity, located just moments away...
Tropical Comfort – 1BR Villa with Lanai at Sheraton Kaua‘i Resort
Set along Kaua‘i’s famous sunny South Shore, this 1-Bedroom Villa at Sheraton Kaua‘i Resort offers the perfect mix of island charm and modern comfort. With approximately 550–600 square feet of space, this villa is ideal for couples or small families looking to enjoy...
Waikiki 2 bedrm Condo Canal View w/ Gated Parking
2 bedroom, 1 bath, with parking included, with a beautiful canal and mountain view in Waikiki!! Royal Aloha condo, 625 sqft w/50 sqft Lanai, on 11th floor corner unit. Short stroll to beach, dining, and shopping. Royal Aloha building is located at the gateway to...
Completely Remodeled-Breathtaking Ocean Views & Sunsets-Luxury Finishes-Ac
Book With Confidence, This Stunning, Newly Remodeled 1 Bedroom, 1 Bathroom Condo At Kamaole Beach Royale. This Condo Is Managed By PMI Maui, A Local Real Estate Brokerage That Specializes In Vacation Rentals. We Are Located Within A Mile Of The Resort And Available...
Island Colony 1-Bedroom Suite with full Kitchen and City View
Waikiki Serenity in the Heart of Honolulu at Island Colony Apartment 1520Welcome to your tropical retreat at Island Colony Apartment 1520, a 1-bedroom suite with a full kitchen and city view. Located in the heart of Waikiki at 445 Seaside Ave #1520, Honolulu, HI 96815,...
Kona Reef Oceanfront 2-bedroom/2-bathroom condo D11 in beautiful Kailua-Kona
Enjoy a peaceful stay in the heart of Kailua-Kona, this beautiful condo offers generous space to relax and recharge. Our condo features two comfortable bedrooms—one with a king bed and one with a queen—plus a living area with an additional queen bed, providing plenty of...
Family Retreat: 2BR Villa at Sheraton Kaua‘i Resort
Located on Kaua‘i’s sunny South Shore, the 2-Bedroom Villa at Sheraton Kaua‘i Resort is the perfect choice for families or groups seeking space, comfort, and direct access to Po‘ipū Beach. With approximately 1,100 square feet of living space, this villa comfortably...
Extensively renovated, this contemporary 2 bedroom, 2 bath single-level upper corner floor villa is the perfect blend of luxury and sweeping ocean views. A spacious primary suite also features majestic ocean views overlooking the entire resort and is complete with a...
Welcome to magnificent views of Diamond Head, Ala Moana Beach!
Located in Honolulu, this 2-bedroom, 2-bathroom condo lets you experience it all. Fans of nature and the outdoors will love being 13 minutes by foot from Ala Moana Beach Park and 12 minutes from Magic Island. Ala Moana Center is an easy 9-minute walk away and Hawaii...
Direct Beachfront Living in South Maui
Your Sugar Beach Escape at Kealia! Welcome to your ultimate Maui retreat at Kealia, where the Pacific Ocean is literally your backyard. This beautiful beachfront condo offers a rare blend of serenity and convenience, providing a front-row seat to the rolling waves and...
Hawaiian Princess Beachfront Condo at Makaha
Secluded beach, the Pacific surf, beautiful sunsets, mountains, whales, turtles... Enjoy them all from your private, covered lanai. Swim in the salt water pool, soak in the hot tub, lounge on the beach. The perfect spot to vacation, unwind and relax! Nearby golf,...
Get Ready for Blissful Getaway! Outdoor Pools, Partial Ocean View!
The excitement of Waikiki Beach is at your doorstep at this Honolulu property!This listing is for a room within a hotel.✦ Your room is 340 sq. ft, equipped with complimentary toiletries, high definition 46-inch TV, available with Premium cable.✦ Cleaning services...
Mahana | Whale Watching | KBM Resorts | Sunset Views | 2 Units, 4 Bedrooms | ML-3479
** 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...
Papakea Resort - Beautiful Ocean Views! 1 BR w/AC
Enjoy stunning sunsets and whale watching at this centrally-located condo. Centrally located in West Maui, this beautiful condo is ocean front! The living room includes a queen sleeper sofa, with a king bed in the cozy bedroom. Located close to world-class beaches,...