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.
Private Luxury House POOL/ SPA -AIR CON - Amazing Life
LIVE YOUR DREAM IN PARADISE ! 3 LOVELY BEDROOMS - EACH WITH THEIR OWN BEAUTIFUL VIEW... AMAZING PRIVATE POOL - WITH TURTLES ETCHED INTO THE FLOOR BELOW... THE SPA GIVES A GENEROUS MASSAGE AS THE WATER CASCADES INTO THE POOL. STAY FOR A MONTH AND GET A FEEL FOR WHAT...
Resort condo steps from the beach with pool, gym & lanai
Mana Kai Maui Resort 615Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Swim, lounge, and snorkel at the fabulous Mana Kai Maui Resort, the jewel at the end of one of Maui's best...
Charming oceanfront condo with lovely views - pool, hot tub & sauna on-site
Sugar Beach Resort 415Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Snorkel, surf, and swim at this charming Sugar Beach Resort condo! Boasting a prime, walkable location to one of...
Top Remodel of a gorgeous Diamond Head Oceanfront Lanai Condo - Sleeps 4
Legally permitted vacation rental - 2947 Kalakaua Ave 968115Stunning Gold Coast Diamond Head Condo fully remodeled over a two year period.Perfectly situated on Hawaii's Gold Coast, this beautiful home has been treated to nothing but the best with care and attention to...
"Pacific Paradise" - Lae Nani 425 - Upgraded Second Floor 2 Bedroom | 2 Bathroom-with A/C
NEW OWNER- Newly Renovated with Central AIR Oceanview, Second Floor, 2 Bedroom | 2 BathroomA beautiful newly remodeled two bedroom, two bathroom unit on the second floor of building four at Lae Nani, the premier condo property on Kauai's Coconut Coast (East side). This...
Super cute-great location -close to everything needed for a perfect vacation!
This charming condo provides you with a comfortable, easy and convenient way to enjoy your Maui vacation. This super cute unit is located in an excellent location between Kaanapali and Kahana/Napili. It's across the street from Honokowai Beach Park, so you can walk to...
View whales from modern Top floor Oceanfront condo. Maalaea, Haleakala sunrise!!
Recently remodeled. New everything! New flooring throughout. New Beautiful Hawaiian Bedroom King set with a firm Beauty-rest mattress bed with custom closets. New A/C. This place is great for honeymooners with the ocean making waves every night.To get your attention...
Wailea Elua 803 - Ocean Views, Modern Renovation, Central AC, Wi-Fi, BBQ Grill
Every detail was addressed in the complete and total renovation of this single-level luxury condo at Wailea Elua Village. Upon entering Wailea Elua Village unit 803, you are immediately greeted with panoramic ocean views from the open living area, and the unit is...
Ground floor Ocean and pool view at Maalaea Bay
Hono Kai A5 is a ground-floor, 1-bedroom, 1-bathroom condo featuring ocean and pool views, easy access to the property from your lanai, and 1 window A/C unit in the bedroom. Unit A5 can accommodate up to 4 guests. The bedroom is furnished with a king-size bed in the...
Poipu Oasis - Poipu Vacation Home with Pool
Poipu Oasis is a beautiful custom home with ocean views, just up from Poipu Beach park. This lovely two-story home's indoor outdoor living floor plan is designed to take full advantage of Poipu's views. The private pool is surrounded by a lush yard, the perfect place to...
❤️PiH❤️ DREAMS COME TRUE ★ Private Pool and Spa ★ Golf Course View
Brought to you by Paradise in Hawaii Luxury Homes.Dreams Come True is a stunning home in the KaMilo community overlooking Mauna Lani North Course.We pride ourselves on providing some of the most sought after homes on the Kohala Coast. We have partnered with the owners...
3BR condo with A/C, pool & 10min walk to the beach!
RENTAL CARS We also have rental cars available. Please check with us if a rental car is available for your dates. We just recently bought this beautifully decorated, spacious vacation home! Our luxurious 3 bedroom/2.5 bathroom condo is a perfect place to unwind, leave...
Stunning Oceanfront TOP Floor Condo
Aloha and welcome to Kahana Reef #409. With an elevator and stairway right next to the private hallway that leads to our condo it makes it extremely accessible for all. Larger then most condos at the Reef it has 661 square feet. Bedroom is spacious with a Ca king size...
Maui Kamaole F-106 Garden View, Walk to Kam III Beach Park in Kihei
Garden Paradise at the beautiful Maui KamaoleDon't get us wrong- the entire Maui Kamaole property is gorgeous in itself, but this condo is one to behold. It is located in a quiet corner of the property in one of the last buildings to be completed meaning a new and...
Holiday Sale! Turtle Bay Villas 311 by Gather: Beachfront w/ Shared Pool/Spa/AC
Please Note: Access to Turtle Bay Resort amenities is not included; however, the Ocean Villas community offers its own oceanfront pool, jacuzzi, BBQs, and direct beach access.Step into island life at the beautifully appointed Turtle Bay Villas 311, a third-floor...
Wailea Grand Champion Villas 3-Bedroom updated Home centrally located in Wailea
Aloha, our home is located in the center of Wailea on the first hole of the Wailea Blue Course and is perfect for families or couples. The 3 bedroom home was recently updated, has high ceilings, and large, sliding glass doors that look out over the golf course and...
OCEAN VIEW 2 Bdrm condo with Secluded Beach - Kahana Sunset C7
Kahana Sunset OCEAN VIEW, newly remodeled 2 bedroom, 2 bath split level condo on secluded Keonenui Bay Beach.Heated Swimming PoolKiddie PoolBBQ AreaAir conditioningSecluded white sand beachTurtle SanctuaryFree parking and NO Resort Fees!This beautiful, 2-level,...
Hale Mauka Volcano Village Hawaii Volcanoes National Park
Volcano Hale Mauka welcomes you to a lovely private cottage nestled in the middle of the rainforest! Our house is very clean and well appointed. Hale Mauka offers you a place to come home and relax after a long day out exploring and playing. Rates are for up to 4...
IRONMAN is Available! 100 Feet From Your Bed to the Ocean! Romantic Shower for 2
Aloha and E'Komo Mai (Welcome!) to the SeaCluded Hideaway Inn Kona, Hawaii where you are only 100 FEET FROM YOUR BED TO THE OCEANS EDGEâ„¢ !Our unique Hawaiian-themed 4-bedroom, 3-bathroom property on the Ocean Side of Ali'i Drive offers an unbeatable location and...
Amazing Oceanview Beachfront Getaway Close to Everything!
Aloha! If you are looking to get away from it all but still be close to everything that Maui has to offer, look no further! Our owner-hosted (no dealing with unresponsive property managers) beachfront 4th-floor condo makes you feel far from it all yet is minutes away...
Luxury Home in Nohea with Private Pool & Spa
Step into island living with Abita Luxury Rentals at this nearly 3,000 sq ft, 3-bedroom, 3.5-bath home in Nohea at Mauna Lani, built in 2021. Designed with comfort and sophistication, this private retreat offers a pool, spa, and lush tropical surroundings. Perfect for...
Pualani Hale: Upcountry Maui Villa with Breathtaking Views
Aloha, sorry but at this time we are not hosting to families with children younger than 12 Mahalo.PermitsBBMP2019/0006 & SUP2 2019/0003GE-081-730-0480-01 & TA-081-730-0480-01This is a BnB not a STRHOwners live on property.We encourage you to respectfully enjoy our...
Condo-walking distance to beach, food & shopping!
This elegant retreat has been completely remodeled, it’s not just a place to stay, it will become a part of your stay. Before even opening the door you're greeted with a pineapple carved into the entry way stone, a symbol of welcome and hospitality. Mountain and partial...
Kona Lighthouse Hawaii - FAMILY BEACH HOUSE
The Kona Lighthouse is centrally located in a peaceful neighborhood along the Gold Coast of the Big Island, a 5-mile scenic, oceanfront drive between the towns of Kailua-Kona and Keauhou-Kona. —- Ideal for family and small group vacations. A block from White Sands Beach...
Kona Keauhou Newly Remodeled Home, Quiet private home on Golf course with Pool.
Serene, peaceful, and relaxing. This 3 bedroom, 2 bath single story home is located in Kailua-Kona, across the street from beautiful He'eia Bay (a one minute walk). The house sleeps 6 people and is stocked with most items needed for a relaxing convenient vacation. Most...
❤️PiH❤️ Wahi Malu ★ Near Pools ★Fantastic Lani ★ 3 Full Bath ★
Brought to you by Paradise in Hawaii Luxury Homes.Welcome to Wahi Malu, a part of our Hawaiian Luxury Collection. Wahi Malu at KaMilo is a gorgeous 3 bedroom/ 3 bath home.This beautiful home is one of the newest KaMilo homes and is only a short stroll to the pools,...
Maui Resort Rentals: Honua Kai Hokulani 112 – Super Quiet and Private Ground Floor 2BR, Easy Access to Pools, Beach, and BBQs, Large Lawn Area!
Boasting a highly desirable ground-floor location, Hokulani 112 has been thoughtfully upgraded throughout and offers partial ocean views from its expansive adjacent lawn. With the pools, beach, gourmet market, and BBQ stations just steps from your door, this suite...
3 Bedroom Private Home at Waikoloa Beach with Pool
This home has been well furnished and is great for families looking to enjoy a quiet, private vacation yet be near all the amenities of Waikoloa Beach Resort.The house has been nicely furnished and offers a spacious great room. The living room has two couches facing a...
Tropical Pauoa Beach Oasis – 3BR Home with Hot Tub & Lanai
Balinese-style home -Steps from the beach with access to the Big Island's premier Pauoa Beach amenities3 bedrooms, each with an en-suite bathroom and additional outdoor showerLuxury mattresses and bedding in all bedroomsUse of the unit’s 6 person golf cart is included...
Kimo's Getaway
This a very private duplex. Your host lives upstairs. Your's is a new two bedroom, one bath unit, with a full sized kitchen and adjoining dining area. . There is a large lanai viewing the ocean with plenty of relaxing chairs and an outside dining area.You will be a 7...
Spectacular Oceanfront Condo at Hideaways Beach, Bali Hai Views, AC all rooms
Experience spectacular ocean views and dazzling sunsets, in your private luxury vacation residence. This condo is on the second level six steps down with ocean and mountain views. A/C in all rooms, both bedrooms and the open concept kitchen living room area. Our...
Ocean Front Waikiki - Best Views! CALL NOW FOR APRIL/MAY CANCELLATION RATE!
Amazing oceanfront apartment on the 5th floor of Foster Tower Residences, overlooking Kuhio Beach and the landmark Duke Kahanamoku statue in Waikiki. This beautiful condominium has been completely renovated with all new updates in 2021. 2 full bedrooms plus 'bonus' room...
Wai'ula'ula I101 - Designer Residence
This corner, ground-level, oceanview residence offers a great room with sliding glass pocket doors for indoor/outdoor island living and 52 inch plasma TV, a chefs' kitchen outfitted with Wolf and Sub-Zero appliances/gas range, king beds in each bedroom (1 bed can be...
Renovated 1 Bedroom W/ Stunning Views, Parking, & Central Air
If you've been imagining the perfect place to enjoy your upcoming Waikiki getaway, look no further! Expansive Ocean and Park views, private lanai, central air conditioning, covered parking and rooftop pool and saunas check all the boxes and make this newly renovated,...
❤️PiH❤️ SOAK UP THE SUN VILLA ★ Free Hilton Resort Passes ★ Detached ★Gorgeous views ★
Brought to you by Paradise in Hawaii Luxury Homes.Soak up the Sun Villa is a quiet oasis in the KaMilo community overlooking Mauna Lani North Course with views of the ocean and Maui in the distance.We pride ourselves on providing some of the most sought after homes on...
Vintage Farmhouse and Botanical Garden
Old Hawaii Style restored home! One minute to Kalopa State Park hiking trails! Private deck, botanical garden, walking paths, large sunroom bedroom, retro kitchen, clawfoot tub, outdoor shower, and more. Ten minutes to Historic Honokaa Town, with it's great restaurants,...
Maui Resort Rentals: Honua Kai - 3 Full Bedrooms, Ground Floor, Steps to the Pools, Beach, BBQs!
This tandem package combines 2 neighboring ground-floor suites to create a 3 bedroom package that offers two large lawn areas with easy access to Honua Kai's pools, beach, and BBQ areas.These neighboring suites provide a perfect opportunity to gather, reconnect, and...
Hale Moli - on Makai Golf Course in Princeville
This exquisite, air-conditioned, three bedroom executive home sits on the exclusive Makai Golf Course and is less than a thousand feet from the majestic Pacific. Featuring an oversized, covered lanai with sweeping ocean and mountain views, this home was designed to...
2 Suite Partial Ocean View Villa - Sunsets, Serenity, Beach runs!
****FEB25-MAR8 CANCEL - rare last-minute opportunity 15% lower rate****Enjoy a fully maintained villa where everything actually works the way it should. Arrive without worrying about buying your kitchen, bath and laundry supplies, they'll be fully stocked with...
OCEANFRONT Bliss! FIXED UNIT 1414 Building 1 3BR, 2BA, sleeps 8
This luxurious Fixed unit 1414 in building 1 is a 3 bedroom oceanfront villa that features nearly 1500 sq. ft. of living space and comfortably sleeps up to 8 adults. The master bedroom is outfitted with Westin’s signature king size Heavenly Bed and the master bath...
Relax in the Kapalua Golf Villas - Listing newly back on the market - Specials!
Relax in paradise! Top floor condo with a one level floor plan. All new furnishings, carpet and paint. Lovely lanai to watch the golfers go by and enjoy the views and smells of the island of Maui. There are 4 pools in the Kapalua Golf Villas, with a heated pool right...
Pinnacle of *LUXURY*Spacious with Oversize Lanai
Come enjoy yourself at our Kamaole Sands true gem! Our gorgeous, completely remodeled condo is located on the first floor and is quiet, private and tranquil. You will love the fresh, open and airy floor-plan of this unit, tiled throughout and embellished with tasteful...
Great Price-Amazing Ocean View-Walk to Beach-Poipu Kapili #29
Enjoy your stay in paradise in the comfort of our spacious, ground floor contemporary, island-style 1 bedroom, 2 bath condo. Whether you’re in the living room, kitchen, dining area, or lanai, our ocean views will enchant you! Enjoy your morning breakfast or evening cold...
Rare, three bedroom Platinum Level remodeled townhouse, featuring the most premier ocean, island and coastal views!
*Please note that the Kapalua Resort and this property were not affected by the Lahaina fires, nor were our surrounding areas or Napili, Kahana and Kā‘anapali. West Maui communities of Kā‘anapali, Nāpili, Honokōwai, and Kapalua are fully open to visitors. Lahaina Town...
Poipu Sands 434, 2BD Ocean View, AC in Bdrms, High End Vacation Rental
Aloha from paradise! Take in the breathtaking ocean views while having breakfast on the large lanai (balcony), or listen to waves crash as you drift off to sleep! You'll enjoy a spacious 1353 sq. ft, full kitchen, A/C in bedrooms, and many recent updates! Right on the...
Park Lane Ala Moana 7501
Welcome to Park Lane, an exquisite residential resort community conveniently located in the heart of Honolulu (direct elevator access to the world-class Ala Moana Shopping Center and across the street from Ala Moana Beach Park). The elegantly designed 3 bedroom, 3.5...
DISCOUNTED RATES for your Spring and Summer Break!
Unwind in Kapalua paradise at our beachfront oasis, offering breathtaking ocean views, direct beach access, and a serene coastal vibe. Perfect for sun-soaked days, relaxing evenings on the lanai, and creating unforgettable memories with loved ones. This diamond rated...
Stunning Ocean View Beach Front Villa at Kahaluu
Enjoy this resort quality 2 bed 2 bath Penthouse condo with exceptional ocean views across the street from Kona's famous Kahalu'u Beach. Relax in the sand, learn to surf, snorkel with the turtles and tropical fish. All this is just steps away from your door.- Beautiful...
Experience the Magic of Maui at Ekahi 13C
Our remodeled and continually updated South Maui condo sleeps up to four guests and has a lovely greenbelt & ocean view in a very private setting close to one of Ekahi Village's 4 pools. Ours is the perfect place to find the peace and tranquility that is Maui.This...
Lae Nani 312, Oceanfront, AC,Tropical Bliss, Steps to Beach and Town
Lae Nani Resort Kaua'i #312, Beautiful Oceanfront Unit on a Tropical Beachfront Oasis. This Kauai Vacation Rental is conveniently located in Kapaa Town within walking distance to shops, restaurants, and just steps to beautiful sandy beaches. Accommodates up to 4 guests,...