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.
Two Condos 1/4 mile to Kam 1 Beach | Pool Hot Tub
What feels like “just another condo” is actually two separate units—perfect for groups who need space. Renovated in 2023, these apartments let early risers sip coffee while night owls sleep in. Just ¼ mile to Kamaole 1 Beach, with pool, hot tub, gym, & food trucks...
Comfortable condo in oceanfront complex, private lanai, shared pool & BBQ, WIFI
Mahina Surf 203Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Welcome to Mahina Surf, your ideal getaway located on the stunning leeward shore of Maui. This oceanfront condo is...
🏄🏻🌊 🏝️Maui is Calling - Kihei condo Across the Kamaole 2 Beach
Welcome to Your Tropical Retreat at Kihei Kai NaniEscape to paradise and experience the beauty of Maui from the comfort of our charming 1-bedroom, 1-bathroom unit at Kihei Kai Nani. With a convenient location, comfortable accommodations, and all the amenities you need,...
Mauna Loa Village#55: 3 bedroom incredibly spacious townhouse in Keauhou
Mauna Loa Village Luxury Retreat – Unit #55Welcome to your island escape at Mauna Loa Village, a spectacular 3-bedroom, 2.5-bathroom townhouse perfectly situated in the heart of the prestigious Keauhou Resort area. This beautifully upgraded, fully furnished retreat...
Highly Upgraded West Maui Condo! WiFi, Modern Kitchen, Lanai–Kamaole Sands 9304
Slip into the island life in this air-conditioned 818sf suite with full kitchen for the convenience of preparing your own meals. Enjoy Maui wine and beers from your private lanai. Amenities include WiFi, flat screens, ceiling fans and washer/dryer. Sleeps 4 in 1 Queen...
Family friendly condo w/ private lanai, shared hot tub & pool - close to beach
Kahala 914Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Welcome to the Kahala at Poipu Kai resort, your perfect getaway in beautiful Koloa, HI! This charming condo offers a blend...
Ko Olina Vacation! Seagrove Ohana House Ko Olina
Aloha and welcome to the Seagrove Ohana House in Ko Olina! A beautiful 1715 square foot private two-story resort villa with two large wrap-around lanais, 3 spacious bedrooms, 3 full baths, full size washer & dryer, 1-car garage space, and den/office.This fully furnished...
Kapalua Golf Villas | 2 Free Rental Cars | KBM Resorts | Beautiful Remodel | 2 Units, 4 Bedrooms | ML-1125
** 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...
7th Fl Ilikai 2BR Condo | King Bed | Pool | City View
Welcome to your corner end-unit at the iconic Ilikai Hotel, where vibrant city views meet the best of Waikīkī living. From your suite, take in sparkling skyline views while enjoying the comfort and privacy of a resort-style retreat.Step outside and you’re immersed in...
Kiahuna Plantation Resort 303 Garden View 1 BD
Steps from the golden sands of Kauai’s most famous beach, this condo combines cottage charm with modern comfort. Ideal for up to four guests, it’s a serene island hideaway with expansive garden views from a spacious lanai including the Moir Gardens below. Unit 303...
Waipouli Beach A107 Grand Premier Beachfront 2B/3B
Indulge in island luxury with this deluxe two-bedroom condo set right on the beachfront. With stunning panoramic views and a beautifully appointed interior, it offers an elevated retreat just steps from Kauai’s shoreline.Unit A107 Grand Premier Beachfront 2 Bedroom 3...
Paniolo 204A Condo Princeville Beach Rental: In the heart of Princeville.
Welcome to Paniolo 204A, your peaceful home base in beautiful Princeville on Kauaʻi’s stunning North Shore. Kauai—“The Garden Isle”—is famous for its lush landscapes, dramatic cliffs, endless beaches, and slow island rhythm. This thoughtfully furnished condo offers the...
Bird Of Paradise TVU-1868 - Ke Iki Beach Bungalows
The Bird of Paradise Bungalow has a king sized bed in the beachfront bedroom. The garden side bedroom has a queen size bed. The living room has two sofas and a dining table. The large outside deck is partially covered with two Bali Day Sofa Beds and tables and chairs...
Luxury Comfort in Waikiki-1 BR Steps From The Beach
Your home away from home in Honolulu, Waikiki with 1 bedroom. This delightful condo features a cozy, modern living room with a sofa bed, perfect for relaxing after a day of exploring. The bedroom boasts a luxurious king bed for a restful night's sleep. Guests can...
Honua Kai Hokulani | 2 Free Rental Cars | KBM Resorts | Extra Large Lanai | 2 Units, 3 Bedrooms | ML-1241
** 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...
Beautifully upgraded 1bd condo with ocean views
Papakea H301 is a 1-bedroom, 1-bathroom condo that comfortably sleeps 4 guests. It features ocean views, a window AC unit, luxurious master bedroom and bathroom, and a beautifully remodeled kitchen! The main living area is the perfect spot to relax after a day in the...
Spacious 3-bedroom apartment with FUll resort access ko olina resort
This Kapolei apartment boasts 3 welcoming bedrooms, including 2 king beds, a twin bed, and a sofa bed in the living room. Discover this 3 bedroom Luxury Marriott’s Ko Olina Beach Club, Oahu, Hawaii - DM ME TO CHECK 02 and 01 BEDROOM VILLA & STUDIO UNIT AS WELL.3 Bedroom...
Aqua Aloha Surf Waikiki 201 Moderate Studio with Partial City Views, Sleeps 2
Aqua Aloha Surf Waikiki 201 Moderate Studio with Partial City Views located just 2 Blocks to Waikiki Beach, (2) Twin beds, Sleeps 2, 222 Sq FtAqua Aloha Surf Waikiki brimming with island personality offers a range of accommodations that are perfect for couples and solo...
Aqua Aloha Surf Waikiki 307 Moderate Studio with Partial City Views, Sleeps 2
Aqua Aloha Surf Waikiki #307 Moderate Studio with Partial City Views located just 2 Blocks to Waikiki Beach, (2) Twin beds, Sleeps 2, 224 Sq FtAqua Aloha Surf Waikiki brimming with island personality offers a range of accommodations that are perfect for couples and solo...
Amazing view in the beautiful Luana Waikiki!
Enjoy a spacious 350 sq ft studio that can sleep 4. The view from the room and of course Lanai is expansive and unobstructed! Coffee in the morning or beverage of choice at sunset is sure to be a very relaxing and enjoyable experience. It's the heart of Waikiki and...
Kapalua Bay Villas Gold Oceanfront 1 Bedroom
Bay Villas Gold Oceanfront 1 Bedroom- Bay Villas are closest to Oneloa Beach- Fully equipped kitchen includes stovetop/oven, microwave, refrigerator, coffeemaker, cookware, tableware- Bedroom with 1 king bed- Queen sofa bed in living area- 1200-1500 sqft/111-139 sqm-...
Kaanapali Alii Residence 463
Ka'anapali Alii 4631 Bedroom | 2 Bathrooms | Sleeps 4 | Mountain View________________________________________Welcome to Kaanapali Alii 463! This beautiful one-bedroom mountain view condo features stunning panoramic views of the green West Maui Mountains from the largest...
1bd/1bath Kaimuki Hill Top Unit with a Balcony
Up in the hills of Kaimuki, 1 bed/1 bath home with private entrance, washer/dryer in unit with wifi. Newly renovated, bright with high ceilings, walk-in closet. It is small but has everything you need and sleeps three. Private balcony with ocean view. 15 min quick drive...
Oceanfront Romance and Luxury at Lahaina Shores!
Lahaina Shores Resort survived the fire of 2023 and has just reopened after a thoughtful and complete renovation of its infrastructure, with a refreshed lobby, modernized hallways, and an upgraded central A/C system. The property features a sparkling pool and spa, and...
Spacious 2BR/2BA Oceanfront Villa in Ko Olina Beach Tower with Lagoon Views
Ko Olina Beach Villas B210 invites you to experience oceanfront luxury on Oahu’s sunny west coast. Located in the prestigious Beach Tower, this 2nd-floor villa blends island elegance with modern comfort, offering 1,575 square feet of living space plus a spacious lanai...
Sky Ala Moana 3509: 2 BR, 2 BA Condominium in Honolulu, Sleeps 4
Indulge in luxury living within this exquisite condo at Sky Ala Moana. With two bedrooms, two baths, and two parking spots, this residence epitomizes contemporary elegance fused with timeless charm.Upon entering, you're greeted by a meticulously designed space adorned...
Charming Westin villa in lovely Lahaina with fitness room/spa and AC. Oceanview.
Located in Lahaina, this villa is a dream. This awesome property features a cozy living room with 1 king bed and 1 sofa bed, perfect for unwinding after a day of exploring. The bathroom boasts a jetted bathtub for ultimate relaxation. Guests can enjoy amenities like a...
Spacious Mountain View Unit- Near Oahu's Popular Attractions, Oceanfront Resort
Spread out and kick back. This luxurious three-bedroom provides spacious luxury and intimate comfort for larger parties.Mountain View Three Bedroom Villa, Bedroom 1: 1 King, Bedroom 2: 1 King, Bedroom 3: 2 Twin, Sofa beds: 2, Bathrooms: 3, Full kitchen, Microwave,...
Beautiful Condo in the heart Diamond Head Honolulu, HI
This beautiful condo is across from Kapiolani Park and near Waikiki shell is a quiet neighborhood below Diamond Head and steps outside of Waikiki.Beautifully decorated, top floor unit has wonderful views of Diamond Head & Waikiki.Full kitchen, Washer Dryer Free Wi-Fi &...
Aqua Aloha Surf Waikiki 202 Moderate Studio with Partial City Views, Sleeps 2
Aqua Aloha Surf Waikiki 202 Moderate Studio with Partial City Views located just 2 Blocks to Waikiki Beach, (2) Twin beds, Sleeps 2, 226 Sq FtAqua Aloha Surf Waikiki brimming with island personality offers a range of accommodations that are perfect for couples and solo...
Hawaiian Dream Villa 1 mile from Disney Aulani
Summary:Welcome to our luxurious 2-bd villa in the breathtaking paradise of Ko Olina Nestled along the pristine shores of Oahu our tranquil retreat offers the perfect blend of comfort convenience and Hawaiian elegance and is ideally located to explore all that Ko Olina...
35th Fl Waikiki Beach Tower | Ocean Views | Parking | Pool King Bed
This middle unit has expansive views of the Waikiki Beach! Enjoy contemporary furnishings and a peaceful and serene surroundings!Sleeping Arrangements:• Master Bedroom: King-size bed• Guest Bedroom: Two twin-sized beds• Living Room: Sofa bed (Queen-sized)Amenities...
Luxury Ko Olina Getaway: Relax & Unwind in Style
Experience ultimate relaxation at this 4-bedroom Ko Olina retreat. Located in the luxurious, master-planned community of Ko Olina on Oahu’s scenic leeward coast, this paradise offers access to four stunning lagoons, pristine beaches, and a wealth of amenities, including...
The Hibiscus TVU-1869 - ke Iki Beach Bungalows
The Hibiscus Bungalow is our most private beachfront end unit. This bungalow has a king bed in the beachfront bedroom and a queen bed in the garden side bedroom. The living room has a large sectional sofa and a dining table. The large outside deck is partially covered...
Mana Kai at Waimanalo: Beachfront Luxury & Tranquility w/ Stunning Ocean Views
Framed by turquoise waters and backed by the rugged cliffs of Oahu’s east coast, Mana Kai at Waimanalo delivers a serene beachfront retreat designed for families and groups in search of space, comfort, and the calming rhythm of oceanfront living. This two-story coastal...
large 1-bedrm resort condo w lanai on Hanalei Bay in Princeville, Kauai
This Princeville condo boasts 1 inviting bedroom. The fabulous living room with a cozy sofa bed is perfect for relaxing after a day of exploring. Guests can enjoy amenities like AC, a washing machine, and WiFi during their stay. Experience what Princeville has to offer...
Wyndham Bali Hai Villas | Two Luxury Villas!
Summary:This listing is for two Luxury villas at Club Wyndham Bali Hai Resort in Princeville, HI. Live Suite guests will have access to all resort amenities. Suite 1: 3-Bedroom VillaSuite 2: 2-Bedroom Villa- Photos are stock photos provided by the resort. Your suite may...
Waterfront Lanikai Beach Compound
Sprawling oceanfront 5BR/5BA compound, steps to Lanikai beach.Share meals and play games in the oceanside backyard. Walk 5 minutes to gorgeous days on Kailua Beach Park or just steps to iconic Lanikai Beach.Furnished fully-equipped kitchen. Two parking spaces.The...
Marriott's Waiohai Beach Club 2BR Ocean View
Summary:Escape to paradise at Marriott's Waiohai Beach Club Resort in Kauai! This resort offers luxurious comfort with two bedrooms, two bathrooms, a fully equipped kitchen, and direct beach access. Enjoy stunning ocean views from your private lanai, multiple pools, and...
Spacious 2BR Condo | Balcony, Parking, Great Views
Relax in this 2-bedroom condo with stunning mountain and canal views from the private balcony. Comfortably sleeping up to 6 guests, the unit features a fully equipped kitchen, washer/dryer, and complimentary parking. Located in the heart of Waikiki, it's a short walk to...
Charming 2-bedroom cottage in Ocean View with WiFi access!
Your Ocean View getaway awaits at this brilliant 2-bedroom cottage. With a king bed and queen bed, guests will find comfort and tranquility in this superb space. Enjoy the convenience of WiFi, an iron, and a washing machine during your stay. The bathroom comes equipped...
Honua Kai Konea | Family Friendly | KBM Resorts | Family Friendly | 2 Units, 5 Bedrooms | ML-2474
** 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...
Stunning Kanaloa Oceanfront Condo!
Welcome to your dream island escape! This renovated 1BR/2BA ocean view condo located in the exclusive, gated resort Kanaloa at Kona comfortably sleeps 4 guests. Featuring a spacious bedroom with a CA king bed, a queen size sleeper sofa in the living room, full kitchen,...
Your New Happy Place! Haliʻi Kai 2B&B condo in beautiful Waikoloa Beach Village
Enjoy the relaxing beachfront pools at Haliʻi Kai, located in the heart of the Waikoloa Beach Resort. This inviting upstairs condo features a primary bedroom with a California King bed, walk-in closet, large smart TV, and a private en-suite bathroom. The guest bedroom...
Kaanapali Alii Residence 245
Kaanapali Alii 2452 Bedrooms | 2 Bathrooms | Sleeps 6 | Ocean View________________________________________Welcome to Kaanapali Alii 245, a beautiful condo in Maui’s exclusive Kaanapali Alii Resort. This elegant residence offers breathtaking views of the Pacific Ocean...
🏝️😎🏄🏻♀️Winter in Maui-Cute Kihei Ocean View Condo, walk to beach🏝️😎
Maui Vista #1-218 is a one bedroom, one bathroom condo on the second floor of Building 1 with Ocean View. The condo has been refreshed with bright modern furnishing. It features air conditioning throughout, a fully-equipped kitchen, washer and dryer. The condo has been...
Wailea Ekahi Village 47D - 1 Bedroom Ocean View Condo
Wailea Ekahi 47D is a spacious and beautifully updated one-bedroom, two-bath condo located in one of Wailea’s most sought-after beachfront communities. Perched on a gentle slope, this upper-level unit offers breathtaking ocean views from the private lanai, perfect for...
Waikiki Banyan Ocean View Apt - Free Parking
About this spaceOne bedroom ocean view apartment at Waikiki Beach. Located in Waikiki Banyan Resort at 201 Ohua Ave Honolulu.Only one block walking to the beach.The apartment has an equipped kitchen, free WiFi and free parking for one car. Sleeping arrangements are 2...
Kapalua Ridge Villa 2023 Gold Ocean View 3 Bedroom
- 2nd floor, 2 story villa with 8 stairs from parking- Tile floors throughout- Updated open kitchen with granite counters and high end appliances includes – fridge with ice maker, stove/oven, microwave, dishwasher, cookware, tableware and unique chef’s table counter-...
Spectacular Oceanfront 3-bedroom house, Long-term rental on Kauai's South Shore.
Forget your worries in this spacious and serene space. This home is located on the south shore, near Kukuiula within walking distance of spectacular Spouting Horn Blowhole and the National Tropical Gardens. With epic, breathtaking vistas from almost every room, this 3...