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.
#70 Pog`s Place at Black Sand Beach Punalu`u with Ocean views and Travertine floors.
Amazing Ocean and Mountain Views from this beautifully renovated condo at the Colony One ~ Sea Mountain Resort in the Ka’u region at the Punalu`u famous black sand beach.About Pog’s PlaceWe welcome you with Aloha!Just a 4 minute walk to the famous Punalu’u Black...
Expansive ocean view condo with large windows
Experience the tropical paradise of Maui from the comfort of Nohonani 304, a charming 1-bedroom, 1-bath, third-floor, oceanfront condo that can accommodate up to 4 guests. Enjoy preparing home-cooked meals in the well-equipped kitchen, featuring stainless appliances....
Boho Paradise, Mountain and Ocean Views, Private Pool, AC, Beach Gear
Come & Enjoy a lovely Hawaiian vacation with us at our artsy & eclectic Kamapua'a Hale. This artistic home is in the prestigious community of Princeville. With views of mountain peaks of Hihimanu, Namolokama and Mamalohoa and featuring sweeping ocean views. This...
Fairway Villas Waikoloa J21-Near Beach, Waikoloa Kings Gold Golf Discount!!
Welcome to our 2 bedroom, 2 bath villa located in Fairway Villas in Waikoloa Beach Resort with discounted GOLD GOLF KINGS' CLUB MEMBERSHIP. NEW FURNITURE AND CARPET UPGRADES JUST COMPLETED. Our villa is fully equipped and ready for your vacation!! The dining area has...
Maui Vista 2213 - Charley Young Vacation Condo in Kihei
Maui Vista 2213! Centrally located in Kihei across from Charley Young beach. This 1bed/1bath is minutes to beaches, dining, shopping, and golf!Welcome to Maui Vista 2213! This striking condo is the perfect location for your Maui getaway. Its open and inviting charm is...
Maui Resort Rentals: Honua Kai Hokulani 512 - Spacious 5th Floor 2BR w/ Gorgeous Partial Ocean & Mountain Views!
Hokulani 512 is a luxurious two-bedroom suite offering gorgeous views of both the blue Pacific Ocean and the lush West Maui Mountains. Its expansive 1100 sq ft interior provides the perfect space for your group to gather, reconnect, and celebrate in comfort. Fold away...
Oceanfront Condo🏄♀️Wrap-Around Lanai Almost Hanging Over The Ocean! 🌊 Hale Kona Kai 313
True and total oceanfront condo with wide wrap-around lanai (balcony) giving you almost four lanai rooms. The lanai hangs over the ocean. See the tide pools and the lagoon where the turtles love to swim. Let the sounds of the sea make you sleep after a day of...
Hawaiian oceanfront condo near shopping & dining with hot tub & pool
Kona Bali Kai #313Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Boasting one of the closest waterfront locations in all of Hawaii, you'll be treated to the picturesque sea views...
Kauai Exclusive - Hale Awapuhi 2F - Oceanfront Luxury - Steps to the water
Hale Awapuhi 2F is among the most luxurious oceanfront properties in Hawaii. Exclusively gated, this boutique 9-unit project offers panoramic ocean views and beach access just steps from the front door. Boasting two bedrooms and a loft bedroom (making it three sleeping...
Kepuhi Beach Resort Condo! Relax at a family condo that sleeps 4 w/ ocean view..
A fabulously furnished 2nd floor condominium at Kepuhi Beach Resort. The condo has a private lanai is covered for shade, allowing you to relax, watch the sunset over the channel. The oceanfront pool and barbecue area are a short walk from the condominium. In the Winter,...
Freshly remodeled 2bd condo steps to the beach
Kahana Manor 503 is a beautifully remodeled 2-bedroom, 2-bathroom condo that can accommodate up to 6 guests, which is located on the 5th floor, and accessible by an elevator. The remodel was completed in a way that is ADA-compliant and wheelchair accessible. For your...
Serene Oceanview Gem for a Relaxing Island Getaway: Kamaole Nalu 605
Kamaole Nalu #605 – Ocean View Retreat in KiheiKamaole Nalu #605 is a spacious two-bedroom, two-bathroom condo offering ocean views and a central Kihei location. Perfect for families or small groups, this fifth-floor unit combines comfort and convenience with easy...
Hilton timeshare in Big Island 2 bedroom 2 bath
I have multiple weeks for this property through out the year. If the date you are looking for is not available, just email / message or text me and I be more than happy to look up your specific date. The property name is Kohala Suites by Hilton Grand Vacation. You can...
Your Perfect Maui Getaway - Steps from the Beach with all the comforts of home!
NOTES: (1) Our condo development is zoned "HOTEL" and will not be impacted by any potential changes to short term rental rules/regulations. Your booking is secure with us! (2) VRBO adjusts our pricing automatically, if you are not seeing the nightly rate you were hoping...
True and Absolute Oceanfront Condo 🌅 Breathtaking Views From The Lanai!🍍Hale Kona Kai 402
True and complete oceanfront condo with a lanai (balcony) that almost hangs over the beach. See the ponds below where the turtle and the eels want to come and feed. Let the sounds of the sea make you sleep after a day of sightseeing or relaxation. Both the bedroom and...
ALOHA ☆ Condo D15 ☆
Your tropical, comfy, 'Home away from Home!' Decorated in Hawaiian Aloha Style, is bright, cheery. comfy and filled with 'ALOHA!' for a restful, romantic &/or adventurous stay.LOCATION is key on Kauai. We're along the scenic & historic, east coast of Kauai... The Royal...
Cozy, Well-Furnished Studio
Relax, enjoy the gentle breeze, take a deep breath and enjoy the birds, flowers and scents of Maui that surround you. Our quiet location is surrounded by the Wailea Old Blue Golf Course & adjacent to the Wailea Tennis Club & Wailea Town Center; minutes away from the...
Luxury condo with fast WiFi, AC, & washer/dryer - plus pool, hot tub, gym
Hale OhanaOur calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'This spacious, three-bedroom townhouse, part of the 3,200-acre Mauna Lani Resort, offers you and your guests a perfect blend...
1BR Wailuku House; Renovated Plantation Home; Walk into Wailuku Town!
Unit: Wailuku 1BR House | Maui GuidebookCommitted To Clean We’re committed to enhanced cleaning protocols developed in partnership with experts in health and hospitality. Here’s what we’re doing to clean and sanitize: We use cleaners and disinfectants effective...
Wailea Sensation Vacation! Spectacular Oceanview Villa! On the 2nd hole.
The tropical splendor surrounding Grand Champion Villas is a paradise. Wailea, near Kihei is where you can play 54 holes of championship golf and sink a birdie while enjoying spectacular ocean views. Service at the famed Wailea's Tennis Club, eleven courts are lit for...
Beachfront Living - Makena Surf E-202 - Mesmerizing Views & Tropical Landscapes
Makena Surf E202Makena Surf Resort, a luxurious and secluded beachfront condominium located in the prestigious Makena area, offers the ultimate in relaxation and comfort. This gated property features six two- and three-story buildings, each providing sweeping views of...
Beautiful Studio w/AC one block to Sunset Beach, quiet neighborhood
This is a beautifully furnished studio, only a 2 min walk to the waves. In a quiet neighborhood, on the ocean side of Kam Hwy. Brand new Air Conditioner, Heavenly!The kitchen is fully equipped, the microwave doubles as a conventional oven. Burners are built into the...
Plumeria Tree Hale - Golf Course View - Sleeps 4
Welcome to Plumeria Tree Hale!! Part of the Kuilima Estates East community, this tastefully designed unit comes with 1 bedroom, 1 bathroom and offers 785 interior square feet of space for your enjoyment. The property was named Plumeria Tree Hale (house) for the...
Charming and Romantic Beachfront Escape w/ Tons of Onsite Amenities
Hanalei Colony Resort C4 is a cozy and inviting retreat on Kauai's far North Shore, perfect for an intimate and laidback vacation away from the crowds! The charming condo has two bedrooms, with the option to use the second bedroom for a third guest or as a home office,...
Papakea C303 Remodeled Luxury Oceanfront in Kahana
Discover the charm of Papakea C303, a beautifully upgraded one-bedroom, one-bath ocean view condo located in the C building of the oceanfront Papakea Resort in West Maui. This third-floor, west-facing unit offers breathtaking views of the Pacific Ocean and peaceful...
Ocean Front - Gorgeous Views!
AMAZING VIEWS 1 BR/ 2 BA OCEANFRONT MAHANA 405! KAANAPALI BEACHWelcome to Mahana 405! When you stay at the Mahana, you will wake up to breathtaking views every day and enjoy amazing sunsets at night! This unit has floor to ceiling windows and sits on the world famous...
Oceanfront with Endless Ocean View, Gorgeous sunsets, WiFi, and King Bed
Hawaii style fully furnished one bedroom condominium with two baths, full kitchen and assigned parking. Our secure building has an elevator, pool, and BBQ for your comfort and enjoyment.You'll enjoy a home away from home with Hawaiian decor. Private wireless internet,...
Brand New Oceanfront 2 Bedroom / 2 Bath Condo
Experience the best of oceanfront resort living in this 2-bedroom condo with a loft, comfortably accommodating 6 guests. Located on the top floor, this unit offers breathtaking, unobstructed views of the ocean, whales, and stunning sunsets from the living room and...
***NEWLY RENOVATED***1bed Ocean View, Near Beach & Zoo, Free Wifi & Parking!
Clean 1bed Ocean View, Near Beach & Zoo, Free Wifi & Parking!Great location! Only 1 block from the world famous Waikiki Beach.You will enjoy:- Great Amenities: Pool, hot tub, tennis court, BBQ etc.- Free Internet- Fully equipped kitchen- One block to world famous...
Island Sands 500, Breathtaking Ocean Views, Spacious Lanais, Renovated, Split AC
Welcome to Island Sands 500, your perfect Maui escape with breathtaking ocean and West Maui Mountain views. This beautifully remodeled fifth-floor unit offers two separate private lanais, accessible from the living room and primary bedroom, where you can soak in the...
Hanalei Happy Place, Incomparable Hanalei Home TVNC #1158
Hanalei Happy Place (Main House)Permitted Vacation Rental Property - TVNC#1158Transient vacation rental is located in the tsunami evacuation zoneHanalei Bay, located on Kauai’s stunning North Shore, is two miles of beautiful sandy beach surrounded by majestic...
Lovely Hilo Home Base near Beaches & Dining
Aloha! Welcome to your Hilo Home Base—a spacious 3-bedroom upstairs apartment in a charming Plantation Style Home. Located in a prime Hilo location, you`re just minutes away from beautiful beaches, shopping, and dining. This private apartment sleeps up to 7 guests and...
🏖️Premier Ocean Front Complex | No Stairs! | AC | vrKCV
vrKCV - Kona Riviera Villas 106, Professionally Managed by Kona Coast VacationsWelcome to Kona Riviera Villas 106, your serene retreat in the heart of Kona, Hawaii.After undergoing a complete remodel and a short break from rental, this unit has returned in 2024 and is...
Ocean Front Paradise with Hot Tub in Hawaiian Paradise Park Kea'au
A serene oceanfront retreat tucked away along the scenic Beach Road in Kea’au, Hawaii. Experience the Big Island’s natural beauty where the sound of crashing waves against the cliffs and tropical breezes greet you every morning.This charming 3-bedroom, 2-bath home...
Great Ocean View Condo, Near Beach + Free Parking!
Aloha from Midway Vacations! Our team of local hospitality experts is dedicated to turning your Hawaiian getaway into a reality. When you stay at one of our properties, you can count on a professionally cleaned and meticulously maintained experience. We're even...
@ Marbella Lane - Wind'kissed Oceanfront Seascape
Summary:Enjoy Stunning & breathtaking ocean views from this resort-style condo, just a short walk to beaches, shopping, and dining! Start your day with coffee on your private balcony as Waikiki wakes up, or unwind with a sunset happy hour drink. Packed with deluxe...
Ocean and Golf Views
Relaxing Getaway! Come visit this amazing area of the island. Close to South Point (cliff diving and world class fishing), Green Sand Beach, Black Sand Beach with basking Green Sea Turtles, Volcano National Park and the quaint older sugar plantation town of Na'alehu...
Maui Banyan T209, perfect location in Kihei!
Maui Banyan T209 offers the perfect Hawaiian getaway! Enjoy the gorgeous garden and Haleakala views!As you enter, you are greeted by an open and inviting floor plan! The kitchen has been nicely updated and is equipped with everything you will need to whip up a quick...
Ground floor! Swim with the turtles! Book now for Summer!
Kaleialoha #109This DIRECT oceanfront unit has Queen bed and is fully equipped with all basic amenities. BRAND NEW AC in living area! New 55" flat screen in living room and 2nd TV in bedroom. Open and airy living area and open kitchen with recent upgrades include...
Stylish Waikiki Condo! Kitchen, City/Mountain Views, Close to Everything!
Ilikai Marina #1587 – 1765 Ala Moana Blvd.Fall in love with this beautifully remodeled studio located near the Ala Wai Yacht Harbor! With city/mountain views, this 427-sqft condo (plus small lanai) is centrally air-conditioned, fully-furnished, and has stylish,...
Expansive wrap around lanai with ocean views
Maui Seaside is a private oceanfront resort adjacent to Maui Sands. This is a direct waterfront property which features spectacular 180° views from your lanai. There is a designated parking stall and contactless check-in. Maui Sands allows Maui Sands Seaside guests to...
Ocean Front KUL719 - West Maui, Quiet Condo with Great Views & Value—1B
** Summer 2025 Discount Rates - Book Now! **Step into the cozy and inviting atmosphere of unit #719 at the Kuleana, located in the popular West Maui region. This top-floor, direct oceanfront condo boasts an unbeatable view of the aqua-colored ocean, with the outer...
Beautiful Oceanfront Home - Fantastic Views of Waikiki and Diamond Head!
Enjoy the island lifestyle in this beautiful beach house that sits on the Pacific Ocean. Relax on the lanai and look out at the waves as the sea turtles pop their heads up for air. As you swing on the lanai with a cup of coffee, take a breath of the morning fresh air as...
Harbor View 1BR! Max 6 guests, Near 2 Beach!
【Basic Info】This is a 1BR room in Waikiki!!＊Living area and bed room space can be separated siding door.This condominium is in front of Harbor.So, you can enjoy great harbor view from this listing unit.You can stay with you friends, partner, family. 【Unit...
Penthouse Studio in Western Waikiki - convenient location, & stunning views!
44th floor studio, the highest floor in Island Colony.You will love this penthouse vacation rental. The reasons are the price (less than a half of other Island Colony), the location (center of Waikiki), and the view (panoramic ocean, city, canal, and mountain)!! Once...
PENTHOUSE OCEANFRONT 12th fl VIEW! near KAANAPALI-AC, GYM
Penthouse Direct OceanFront on the 12th fl near Kaanapali Its' a WOW! Enjoy AC Amazing ocean views, this resort condo offers a gorgeous Maui retreat.As you enter you are immediately drawn to the floor to ceiling sliding glass doors that open to your private lanai. Take...
Hot Deal! Ilima West Kuilima Estates #18 by Gather Near to Golf Course
Welcome to Ilima West Kuilima Estates #18 at Turtle Bay by Gather, a bright and inviting one-bedroom townhome with a loft that sleeps up to five guests. Nestled on Oahu’s fabled North Shore, this 658-square-foot retreat fronts the 1st hole of the Fazio Golf Course,...
Waikiki One Bedroom Condo with Free Wifi, Cable, and Parking!
Four Paddle #506- on the 5th floor - 1 Bedroom - Free WIFI, Cable TV & ParkingThe Four Paddle enjoys a convenient location in Waikiki. Situated just a short stroll from the world famous Waikiki Beach and the warm waters of the Pacific Ocean. With restaurants, movie...
Waikiki Studio with Balcony & incredible pool Sleeps 3
Legal & modern Vacation Rental in the Heart of Waikiki2425 Kuhio Ave Suite 802Nestled just 1 block back from the golden sands of Waikiki Beach - this nicely updated Studio suite at the Bamboo is the ideal place to call home for a couple or small family.A comfortable...
Breezy, elegant home in a great location with pools, hot tubs & tennis
Waikoloa Colony Villas 1304Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Take your Hawaiian adventure to the next level with this incredible resort townhouse! Whether you pass the...