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.
New Listing: Boutique-Inspired Tropical Décor
Shores of Maui 123 is a beautifully updated one-bedroom condo featuring an open-concept living space and tile flooring that flows seamlessly out to the private lanai. This ground-floor unit comfortably accommodates up to four guests, with a king bed in the bedroom and a...
Amazing unique sustainable 2-bedroom condo in the heart of Kailua-Kona with AC,
Enjoy a peaceful stay at this marvelous 2-bedroom condo in Kailua-Kona. The bedrooms feature a comfortable king bed and a cozy twin bed, perfect for a good night's sleep. With amenities like AC, a washing machine, and WiFi, ocean view and easy walking to everything in...
Chic Studio w/ Lanai, Rooftop Pool & Quick Access to Waikiki Beach, Diamond Head
Find a peaceful vacation retreat in the heart of Waikiki. Located just 2 blocks from famous-for-a-reason Waikiki Beach, you are in the middle of both city life and a short ride from local attractions, like Diamond Head, Honolulu Zoo, Waikiki Aquarium and many more.This...
Soothing resort with WiFi in Kihei - Perfect for a relaxing getaway
Kihei is waiting for you at this terrific 1-bedroom resort. Enjoy the phenomenal king bed in the bedroom and the sofa bed in the living room. With amenities like an iron, washing machine, and WiFi, guests can relax and unwind after a day at the beach. Experience what...
Beautiful 2 bedroom, 2 bath OCEAN VIEW villa JUNE 14-21 2025 on Kaanapali Beach
2 bedroom/ 2 bath/2 balcony suite in tropical paradise awaits you at Marriott Maui Ocean Club - Lahaina & Napili Towers. Boasting an unparalleled location on Maui's world-famous Ka'anapali Beach, the resort welcomes you with spacious, tastefully designed suite and a...
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...
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...
Quiet Studio Vacation Rental on the Beautiful Puna Coast
This private studio and thoughtfully equipped with everything you need for a comfortable stay. You’ll have your own entrance, a comfortable (new) queen bed, and bathroom. The space also features an outdoor shower — perfect for tropical climate. The studio includes a...
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...
A charming, secluded, off-grid, quiet and a 180 degree view of the ocean.
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...
3 Awesome Units, Pool, 3 Restaurants, Spa, Minutes to Waikiki Beach Walk
Looking for a beachfront getaway in Waikiki? Look no further than this convenient property! Just minutes from the most popular attractions, the excitement of Waikiki is all around you! And with comfortable amenities and authentic Hawaiian hospitality, you'll have...
Hilton Hawaiian Village Lagoon Tower Ocean View 1-Bed, 1-Ba Condo
1 Bedroom Plus (1LP)Size 600 sqft Accommodates: 4This spacious one-bedroom, one-bathroom ocean view suite with balcony features a primary bedroom with king-size bed and bathroom with a standard shower/tub combination and TOTO washlet. The suite includes a generous...
3rd-floor 1bd condo, near shopping and beaches
Papakea C301 is an exquisite 1-bedroom,1-bathroom condo on the 3rd floor with split air conditioning that can accommodate up to 4 guests. With garden and ocean views from your private lanai, you will enjoy the picturesque backdrop of the neighboring island of Molokai in...
New Listing!! Beautiful Newer Luxury Home Centrally Located
The perfect executive home!! Much Aloha to my future guests. I've created a beautiful and tranquil Hawaiian style home offering much comfort and convenience. Truly our place in paradise. Ideal location because we are centrally located to all. Within minutes to all areas...
Beachside Kailua Beach House by Gather w/ Pool & Gourmet Kitchen
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.Welcome to Kailua Beach House by Gather, a...
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...
Maui Kaanapali Villas 110: This sprawling ground-floor condo awaits at the heart
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...
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 2 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 for...
Kapalua Bay Villa 19G2 Gold Oceanfront 2 Bedroom
- Villa closest to Oneloa Beach- 1st floor villa accessible by 16 stairs from parking lot- Travertine tile floors throughout- Updated open kitchen with granite counters and stainless steel appliances – fridge with ice maker, stove/oven, microwave, dishwasher,...
Gorgeous Mauna Lani Townhome: Near Beach / Luxury Amenity Center
Gorgeous townhome in the Kulalani at Mauna Lani community. This sleek, well decorated two-story home offers private Beach Club access, close proximity to the luxurious Kulalani Amenity Center, a patio with a gas BBQ and an expansive lawn surrounding the building for...
On the Golf Course, Close to Pool, Beautifully Decorated
Welcome to your Waikoloa Beach retreat - a bright, spacious townhouse surrounded by golf views & resort-style amenities. Perfect for families, couples, or friends seeking relaxation & adventure:• Sleeps 6 | 2 bedrooms | 3 beds | 2 baths• Lagoon-style pools, hot tub...
Grand Waikikian, a Hilton Grand Vacations Club - 2 Bedroom Plus
*** Sanitation/Cleaning Update ***We understand that our guests’ expectations for hotel cleaning and disinfecting have changed. That’s why we’ve taken additional measures beyond our industry-leading cleaning standards by partnering with RB, maker of Lysol &...
Wailea Ekahi Village | 26D
Escape to paradise in this beautifully appointed one-bedroom vacation rental nestled in the lush tropical gardens of Wailea Ekahi Village. Located on Maui’s sunny south shore, 26D is a tranquil second-floor unit that offers the perfect blend of privacy, comfort, and...
Kuleana Club #615 Oceanfront - 1 bd&1 ba - Gated
Summary:Located on Maui's tropical west coast, the Kuleana Club has a panoramic view of the Pacific and the lovely offshore islands of Molokai and Lanai. This unit is a 2nd floor oceanfront condo, only steps to the ocean, and surrounded by a plush Hawaiian garden. Enjoy...
Beach escape NorthShore 1BR Unit OceanView
NOTE: There's ongoing(as of November 2021) building construction that may cause noise and some areas closed during your stay. Working hours between 9am-2:30PM(Mon-Fri).This is a beautiful area of Oahu, which takes you away from the crowds of town yet you are close to...
Airy Room w/ Partial Ocean & City Views, Private Lanai, & WiFi
A partial ocean view is what makes this hotel room a relaxing place to spend your vacation, featuring a private, step-out lanai with city and partial views of the Pacific. Non-smokingAir conditioningClock radioKeurig® coffeemakerCable TVHair dryerIron/boardIn-room...
Hawaiian King 212 Studio Suite, Full Kitchen, Pool, Sleeps 2
Welcome to Hawaiian King 212 Suite - Your Home in the Heart of Waikiki!Address: 417 Nohonani St #212, Honolulu, HI 96815Room Type: 1 bedroom Hawaiian King 212 Suite Overview: Discover your own slice of paradise in the heart of Waikiki with our Hawaiian King 212 Suite....
Makani A Kai B5 Ocean Front condo 10 yards from private beach access.
Oceanfront Escape at Makani A Kai B5 – Maalaea, MauiWelcome to your personal paradise on Maui’s southern coast! Nestled directly on the beach in Maalaea, this 2-bedroom, 2-bathroom oceanfront condo offers the ultimate island retreat. With sweeping views of the...
Enjoy a country feel in this cute and cozy little Ohana with mini kitchen
Welcome to this sweet, clean and cozy little Ohana with a country feel and sounds of nature. Located approx 1000 ft above sea level, you will experience a slightly cooler temperature than down by the water.
Relax in Your 2 Spacious Units w/Ocean Views, Pool, Dining, Minutes to Honolulu
Looking for a beachfront getaway in Waikiki? Look no further than this convenient property! Just minutes from the most popular attractions, the excitement of Waikiki is all around you! And with comfortable amenities and authentic Hawaiian hospitality, you'll have...
Kaanapali Alii | 235
Kaanapali Alii 235 is a luxurious ocean view vacation rental located in the prestigious resort area of Kaanapali along Maui's west coast. This spacious condominium features a warm, island-inspired design and offers breathtaking views of the Pacific Ocean from both the...
Maui Kaanapali Villas #221: Studio garden view at a beach front resort in West M
Maui Ka’anapali Villas #221: Studio garden view condo at Beach Front Resort on N. Kaanapali BeachThe space: This condominium is located in the Aloha Tower, the central hub of the property. Situated on the second floor, this condo has views of the surrounding foliage....
FURNISHED GOLF COURSE VIEW HOME "H", NEAR CAMP SMITH/JBPHH/AIRPORT, FREE PRKG.
Welcome to Hillside Perfection on the Greens at Golf Ridge Homes!Discover your ideal fully furnished, 5 bedroom, 4.5 bath, air conditioned, enclosed 2 car garage, spacious home located in central Honolulu. Perfect for business travelers and visiting construction crews...
Ultra-Luxury Oceanfront Estate on Makena Beach – 6BR/7.5BA, 8,030 Sq Ft
Step into island luxury at this breathtaking oceanfront estate on Makena Beach, one of Maui’s most exclusive and pristine stretches of coastline. With 8,030 square feet of elegantly designed living space, 6 spacious bedrooms, and 7.5 bathrooms, this private retreat...
Beachfront Paradise! Enjoy surf & sunsets on beautiful uncrowded beach. Relax!
Gorgeous, oceanfront, beachfront home in beautiful Makaha. Great 30 day rental specials $7000 mo. Contact owner for dates, availability and any questions. Spectacular views of beautiful Makaha beach, coastline and mountain range from all major rooms in the house. Enjoy...
Kapalua Bay Villa 19B2 Gold Oceanfront 2 Bedroom
- Villa closest to Oneloa Beach- 1st floor villa with 16 stairs between parking and front door- Travertine tile floors throughout- Updated open kitchen with granite counters and all the expected appliances, including: fridge with ice maker, stove/oven, microwave,...
Aloha Condos, Kanaloa at Kona, Condo 1701, Oceanfront, AC, Renovated
Condo 1701 in Kanaloa at Kona is a beautiful two-bedroom, two bathroom, groundfloor oceanfront condo with a fully equipped kitchen, TV in three rooms, ceiling fans throughout. This condo sits directly oceanfront and is arguably in one of the best locations at the...
Hale Konane – Oceanview Luxury at Mauna Lani Resort
Hale Konane blends Big Island elegance with relaxed island living in the heart of Mauna Lani Resort. Set along the 17th green of the South Course, this 5-bedroom, 5-bathroom single-level estate offers sweeping golf and ocean vistas, refined interiors, an outdoor retreat...
Garden Studio -
Newly built, our super private guest suite is located at Sunset Beach, on Oahu’s North Shore. Short walk to the beach & Ted's Bakery.Parking is free & right by your front door.Kitchenette & bathroom are fully equipped.New appliances, blinds, mattress, sheets, towels...
Stunning Hawaiian Vacation: 2 Bedroom at WorldMark Kona
Spread out with the whole family in this spacious two-bedroom suite. Bed sizes may vary in bedrooms.Located in the area regarded by King Kamehameha as one of the most beautiful spots on the Big Island, this resort is an ideal destination for your...
Kailani Vista - 3-Story Oceanfront Home w/ Hot Tub, Elevator & Putting Green
Kailani Vista is a private, 3-story oceanfront haven perched directly on iconic Ali‘i Drive, a leisurely stroll from downtown Kailua Kona. Spend your days exploring lava-rock tide pools at your doorstep, perfecting your short game on the backyard putting green, or...
New Listing! Oceanfront 1bd in Kahana
Aloha and Welcome to Royal Kahana 213! This beautifully renovated 1-bedroom, 1-bathroom condo is located in the heart of Kahana—just steps from the beach, dining, and shopping. Thoughtfully designed with island charm and modern comfort, this inviting retreat is...
Newly renovated condo with multiple lanais, A/C, heated saltwater pool & tennis
Banyan Harbor I-101Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Welcome to Banyan Harbor, your perfect getaway in Lihue, HI! This beautifully remodeled condo offers stunning ocean...
Garden Setting Close to Beach with A/C Central Location Maui Vista 1BR/1BA
Escape to this fabulous condo in picturesque Kihei. Secluded, quiet, ground floor unit with garden view. 5-minute walk, (0.3 mile) to Charley Young Beach. Perfect retreat for an individual or couple. Fully equipped NEW kitchen, split A/C, large lanai, in-unit laundry,...
Cozy Ocean Stay 2BR unit
Escape the bustle of Waikiki and access some of the North Shore’s best beaches! You’ll be in proximity to Ahupuaʻa ʻO Kahana State Park, Turtle Bay, the Maʻakua Ridge Trail and World Famous Banzai Pipeline where you can catch a wave or watch pro surfers in...
Sea Glass: Luxurious 3BR in Princeville w/ Lanais, Pool Access & Mountain Views
Welcome to Sea Glass by Gather, a pristine residence nestled within the premier gated community of the Villas of Kamali’i, just steps from the Princeville Makai golf course in Princeville, HI. This stunning three-bedroom, three-bathroom home, recently renovated from...
Royal Kahana Maui 519 Ocean View Studio
- 5th floor condo with balcony on the south side of the building- Updated kitchen with granite counters includes stove, oven, stainless steel refrigerator, microwave, coffeemaker, toaster, coffee starter kit, blender, tea kettle and complimentary tea- Updated bathroom...
Kiahuna Plantation Resort 403 Garden View 1 BD
- First floor walk out unit with garden view - Bright and airy tropical ambience- luxury vinyl plank throughout- Full kitchen with quartz countertops, includes full size refrigerator, stovetop/oven, dishwasher, microwave hood combo, coffee maker, blender, toaster,...
Princeville Oceanview Resort ~ Wyndham Shearwater ~ 2B ~ Sleeps 6 ~ Beautiful!
The Wyndham Shearwater resort has breathtaking views at every angle with all the amenities you need for a relaxing stay. Located right on the cliffs in beautiful Princeville on Kauai’s esteemed North Shore, the Shearwater also provides a pool and hot tub to view the...